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Island living, made easy. This ground-level Anna Maria Island home is fully renovated and comes turnkey furnished, just a few short blocks from the sugar-sand beaches and the island’s sunsets. Beautifully renovated in 2025 with a fresh modern design, the nearly 2,000 square foot home includes three bedrooms, two baths and new tile flooring throughout, with an ensuite bath in the primary bedroom. The new kitchen has custom cabinetry and all new appliances (2025), and both bathrooms have been redone with custom vanities, tile and contemporary finishes. The big-ticket items are already handled, including a new A/C (2025), a tankless water heater (2023) and hurricane impact windows (2023), and the laundry room has a washer, dryer, utility sink and plenty of extra storage. Outside, you’ll find a heated saltwater pool with a new pool heater (2025), landscaping, landscape lighting, irrigation, plenty of sunny yard space and a tiki-covered pergola, plus a 10x12 storage shed. Furniture and décor are included. Call to schedule your private showing.

3 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Island living, made easy. This ground-level Anna Maria Island home is fully renovated and comes turnkey furnished, just a few short blocks from the sugar-sand beaches and the island’s sunsets. Beautifully renovated in 2025 with a fresh modern design, the nearly 2,000 square foot home includes three bedrooms, two baths and new tile flooring throughout, with an ensuite bath in the primary bedroom. The new kitchen has custom cabinetry and all new appliances (2025), and both bathrooms have been redone with custom vanities, tile and contemporary finishes. The big-ticket items are already handled, including a new A/C (2025), a tankless water heater (2023) and hurricane impact windows (2023), and the laundry room has a washer, dryer, utility sink and plenty of extra storage. Outside, you’ll find a heated saltwater pool with a new pool heater (2025), landscaping, landscape lighting, irrigation, plenty of sunny yard space and a tiki-covered pergola, plus a 10x12 storage shed. Furniture and décor are included. Call to schedule your private showing.

504 69th Street, Holmes Beach

$1,650,000

Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.

4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Exceptional Investment Opportunity Just Two Blocks from the Beach! Welcome to 400 75th Street in Holmes Beach, a turnkey full duplex offering the perfect combination of income potential and laid-back Anna Maria Island living. This property features two spacious 2-bedroom, 2-bathroom units, each with its own private heated saltwater pool, creating an ideal setup for vacation rentals, multi-generational living, or an owner-occupant looking to generate income from the second unit. Designed with vacationers in mind, each residence features its own indoor laundry room, private outdoor shower, and inviting outdoor living and pool area—everything guests need after a day at the beach. Best of all, you're located just two blocks from public beach access, putting the turquoise waters and white-sand beaches of Anna Maria Island within an easy stroll. Located in a weekly short-term rental zone, this property is already a proven income producer, generating more than $135,000 in rental revenue. It is being offered turnkey furnished, allowing the next owner to step into an established island rental property with minimal setup. Adding even more value to this unique opportunity, the property may also have access to rent a boat slip through the City of Holmes Beach, subject to City availability and requirements—an incredible perk for boaters looking to enjoy the surrounding waterways and Gulf Coast lifestyle. Whether you're searching for a high-performing vacation rental, a beach retreat with income potential, or the flexibility to use one side while renting the other, 400 75th Street offers a rare opportunity to own two private pool residences just steps from the beach in the heart of Holmes Beach.

400 75th Street, Holmes Beach

$895,000

Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Island, where this beautifully renovated residence offers the perfect blend of luxury, privacy, and effortless coastal living. Set within an intimate community of only six residences, this exceptional 2-bedroom, 2-bath ground-floor retreat showcases charming Key West-inspired architecture by Emily Anne Smith and stands out with its own private tropical courtyard. Inside, the home feels bright, open, and beautifully finished, with vaulted ceilings, crown molding, designer light fixtures, stylish furnishings, and an easy-flowing floor plan designed for both everyday living and entertaining. The beautifully updated kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living space, creating a natural gathering place for family and guests. Both bathrooms have also been thoughtfully renovated with quartz countertops and fresh, upscale finishes that continue the home’s polished coastal aesthetic. Offered turnkey furnished, every detail has been considered so you can begin enjoying the island lifestyle from the moment you arrive. The private outdoor spaces are equally special, with lush tropical landscaping, a peaceful courtyard, private lanai, and outdoor shower creating your own secluded island oasis. Just outside your door, enjoy resort-style amenities including a lagoon-style pool with a waterfall and a tiki hut, all shared by only six residences for a quiet and relaxed atmosphere. Ownership is designed to be easy, so you can spend more time enjoying the island and less time worrying about upkeep. Weekly rentals are permitted, and the property has a successful history as a vacation rental, offering excellent flexibility for personal use, investment, or both. The community is also pet friendly. The location is everything. Anna Maria Island is loved for its sugar-sand beaches, turquoise Gulf waters, unforgettable sunsets, charming shops, locally owned restaurants, and laid-back Old Florida character. With the beach just steps away, morning walks, sunset swims, paddleboarding, beach days, and evenings by the Gulf can become part of everyday life. Whether you are searching for a full-time island residence, seasonal escape, or proven vacation rental, this property offers an exceptional combination of location, privacy, convenience, style, and lifestyle. Ground-floor living, beautifully renovated interiors, private tropical outdoor space, resort-style amenities, turnkey furnishings, weekly rental flexibility, and incredible proximity to the beach make this one of the most desirable opportunities in this charming boutique community.

2 Beds ⋅ 2 Baths ⋅ The Blue Lagoon SubDv. ⋅ 34217 Zip Code

Resort-style, maintenance-free living awaits just steps from the beach on Anna Maria Island, where this beautifully renovated residence offers the perfect blend of luxury, privacy, and effortless coastal living. Set within an intimate community of only six residences, this exceptional 2-bedroom, 2-bath ground-floor retreat showcases charming Key West-inspired architecture by Emily Anne Smith and stands out with its own private tropical courtyard. Inside, the home feels bright, open, and beautifully finished, with vaulted ceilings, crown molding, designer light fixtures, stylish furnishings, and an easy-flowing floor plan designed for both everyday living and entertaining. The beautifully updated kitchen features crisp white cabinetry, quartz countertops, stainless steel appliances, and a generous breakfast bar that opens to the main living space, creating a natural gathering place for family and guests. Both bathrooms have also been thoughtfully renovated with quartz countertops and fresh, upscale finishes that continue the home’s polished coastal aesthetic. Offered turnkey furnished, every detail has been considered so you can begin enjoying the island lifestyle from the moment you arrive. The private outdoor spaces are equally special, with lush tropical landscaping, a peaceful courtyard, private lanai, and outdoor shower creating your own secluded island oasis. Just outside your door, enjoy resort-style amenities including a lagoon-style pool with a waterfall and a tiki hut, all shared by only six residences for a quiet and relaxed atmosphere. Ownership is designed to be easy, so you can spend more time enjoying the island and less time worrying about upkeep. Weekly rentals are permitted, and the property has a successful history as a vacation rental, offering excellent flexibility for personal use, investment, or both. The community is also pet friendly. The location is everything. Anna Maria Island is loved for its sugar-sand beaches, turquoise Gulf waters, unforgettable sunsets, charming shops, locally owned restaurants, and laid-back Old Florida character. With the beach just steps away, morning walks, sunset swims, paddleboarding, beach days, and evenings by the Gulf can become part of everyday life. Whether you are searching for a full-time island residence, seasonal escape, or proven vacation rental, this property offers an exceptional combination of location, privacy, convenience, style, and lifestyle. Ground-floor living, beautifully renovated interiors, private tropical outdoor space, resort-style amenities, turnkey furnishings, weekly rental flexibility, and incredible proximity to the beach make this one of the most desirable opportunities in this charming boutique community.

215 67th Street Unit 6, Holmes Beach

5325 Marina Drive Unit 423, Holmes Beach

$350,000

“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code

“Exceptional Buying Opportunity,” at the Waterline Villas & Marina Residences. The Autograph Collection Residences are a sophisticated and stylish boutique hotel with 37 fully TURN-KEY furnished condos with a premier waterfront location on Anna Maria Island. 45’, BOAT SLIPS ARE free to use for owners while in residence!!! Built in 2017 all units feature 2 bedrooms, 2 full baths, a gourmet kitchen, separate living area and its own washer & dryer. Unit #423 is located in the southernmost "ISLAND" building detached from the main hotel that allows for more privacy. Owners have access to a boat slip while they are in residence. Nightly rentals can be easily handled by the on-site property management company Mainsail Lodging & Development, an award winning hospitality organization headquartered in Tampa. Enjoy the laid-back, Old Florida feel of Anna Maria Island. Park your car on-site and take the free trolley to explore everything the island has to offer. Waterline amenities include a graceful lobby with front desk, on-site management to assist with guest needs, heated resort-style pool with sun deck overlooking 50-slip marina that accommodates boats up to 45’, boat slips available (free for owners while in residence), on site fabulous "Chateau Anna Maria" restaurant and bar, charter boats for fishing and Eco tours, bicycles, paddle board, and kayaks free for owners, 24 hour fitness center, elegant ballroom for weddings, corporate gatherings, gift shop, complimentary Wi-Fi, Housekeeping and Concierge services. Zoning allows owners to stay in their units up to 120 days per calendar year and the dates do not have to be consecutive. Experience the dream of owning property on Anna Maria Island without the worry associated with management and maintenance!

5325 Marina Drive Unit 423, Holmes Beach

$2,300,000

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

3 Beds ⋅ 2 Baths ⋅ Gulfplace SubDv. ⋅ 34217 Zip Code

A Gulf-front condo on Anna Maria Island where the investment and the lifestyle work together. This 3-bedroom, 2-bath fully furnished condo in Holmes Beach sits directly on the sugar-sand beach, with panoramic Gulf views, dolphins passing by, and sunsets from your private covered balcony that guests and owners remember long after they leave. Short-term rentals are allowed, so you can welcome vacationers while you're away and keep the Gulf for yourself and your loved ones when you're here. Expansive sliders showcase beautiful Gulf views, while the boutique beachfront community offers a heated Gulf-front pool, sun deck, tennis court, and lush tropical courtyard. The free Anna Maria Island Trolley connects you to Bean Point, Pine Avenue, the City Pier, and Bridge Street, with island cafés, waterfront dining, shops, and bike paths minutes away. Gulf-front properties with this location and these amenities rarely come available, whether you're looking for a vacation rental investment, a seasonal retreat, or a full-time home where every day feels like a getaway.

6700 Gulf Drive Unit B8, Holmes Beach

$1,395,000

Welcome to Your Anna Maria Slice of Waterfront Paradise! Discover laid-back living in this 3-bedroom, 3-bathroom, ground-level canal-front home where old Florida charm meets updated style. Ideally located in the heart of Holmes Beach, this home offers traditional island living and effortless access to the water, saltwater pool and spa, and lovely outdoor spaces. Inside, the open-concept living area features natural Mexican tile flooring and flows into a beautifully updated kitchen complete with stainless steel appliances, quartz countertops, and a Spanish-tile backsplash. Additionally, the windows were replaced in 2013 and new closed cell insulation was added to all exterior walls in 2024. Three generously sized bedrooms provide plenty of space for family and guests, including a comfortable primary suite with a beautifully remodeled private en-suite bath. Step outside and make the most of Florida living. Take a dip in the heated saltwater pool and spa or relax in the pergola while enjoying the tranquility of natural landscaping. From your private 30-foot dock, launch a kayak, paddleboard, or boat to fish or just explore the surrounding waterways with no low bridges to navigate. The dock is fully equipped with water and electricity, a convenient fish-cleaning station, and a 10,000-pound sling boat lift, making it an ideal setup for anglers and boating enthusiasts. After a day on the water or at the beach, rinse off in the enclosed outdoor shower. The location is hard to beat and just TWO blocks from the Gulf’s pristine beaches, sunsets, and sparkling waters. Walking distance from many shops and restaurants; one block from a free trolley stop. The carport and spacious driveway can accommodate at least six vehicles, a rare bonus for island living. Priced to sell and ready for your personal touch, this canal-front gem offers the perfect opportunity to create your own piece of paradise in Holmes Beach. Come experience the lifestyle, the location, and the waterfront setting for yourself — this one won’t last long!

3 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Welcome to Your Anna Maria Slice of Waterfront Paradise! Discover laid-back living in this 3-bedroom, 3-bathroom, ground-level canal-front home where old Florida charm meets updated style. Ideally located in the heart of Holmes Beach, this home offers traditional island living and effortless access to the water, saltwater pool and spa, and lovely outdoor spaces. Inside, the open-concept living area features natural Mexican tile flooring and flows into a beautifully updated kitchen complete with stainless steel appliances, quartz countertops, and a Spanish-tile backsplash. Additionally, the windows were replaced in 2013 and new closed cell insulation was added to all exterior walls in 2024. Three generously sized bedrooms provide plenty of space for family and guests, including a comfortable primary suite with a beautifully remodeled private en-suite bath. Step outside and make the most of Florida living. Take a dip in the heated saltwater pool and spa or relax in the pergola while enjoying the tranquility of natural landscaping. From your private 30-foot dock, launch a kayak, paddleboard, or boat to fish or just explore the surrounding waterways with no low bridges to navigate. The dock is fully equipped with water and electricity, a convenient fish-cleaning station, and a 10,000-pound sling boat lift, making it an ideal setup for anglers and boating enthusiasts. After a day on the water or at the beach, rinse off in the enclosed outdoor shower. The location is hard to beat and just TWO blocks from the Gulf’s pristine beaches, sunsets, and sparkling waters. Walking distance from many shops and restaurants; one block from a free trolley stop. The carport and spacious driveway can accommodate at least six vehicles, a rare bonus for island living. Priced to sell and ready for your personal touch, this canal-front gem offers the perfect opportunity to create your own piece of paradise in Holmes Beach. Come experience the lifestyle, the location, and the waterfront setting for yourself — this one won’t last long!

503 65th Street, Holmes Beach

$3,400,000

Just steps from beach access, this exceptional Holmes Beach residence captures close up, unobstructed Gulf views that become part of everyday life. Open the doors and hear the waves rolling in, spend afternoons with your toes in the sand, and watch the sun disappear over the Gulf from your own west facing balcony. Built in 2015, this elevated residence feels fresh, sophisticated and effortlessly coastal. Professionally designed and offered furnished, the interiors are filled with natural light and thoughtfully finished with high ceilings, plantation shutters and newer flooring. Expansive windows throughout frame breathtaking views while bringing the beauty of the island indoors. Fresh interior and exterior paint adds to the beautifully maintained, move-in-ready feel. The kitchen sits at the heart of the home, anchored by an exceptionally large island designed for gathering. Thoughtfully integrated appliances, including a concealed refrigerator, wet bar with beverage fridge, and statement range hood, preserve the clean aesthetic, while abundant cabinetry and storage make the space as functional as it is beautiful. The open living areas flow naturally toward the outdoors, allowing the Gulf, sunlight and island breezes to remain part of the experience. Outdoor living is just as extraordinary. East and west-facing balconies let you follow the sun throughout the day, while the expansive wraparound west-facing balcony offers a front row seat to spectacular Gulf sunsets. Below, a fully fenced backyard creates a private tropical oasis centered around the pool and spa, offering a secluded place to swim, entertain or unwind after a day at the beach. Two private ensuite bedrooms and a private elevator add another layer of comfort and ease, while the home's thoughtful design makes it equally suited to quiet escapes and gathering with family and friends. Perhaps the greatest luxury is how little you need your car. Walk to the beach, wander to local restaurants and shops, or explore the island by bike or golf cart. In a place that has managed to preserve its character while so much of Florida has grown around it, this home offers something increasingly rare: elevated island living without losing the charm that makes Anna Maria Island so special.

4 Beds ⋅ 4 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Just steps from beach access, this exceptional Holmes Beach residence captures close up, unobstructed Gulf views that become part of everyday life. Open the doors and hear the waves rolling in, spend afternoons with your toes in the sand, and watch the sun disappear over the Gulf from your own west facing balcony. Built in 2015, this elevated residence feels fresh, sophisticated and effortlessly coastal. Professionally designed and offered furnished, the interiors are filled with natural light and thoughtfully finished with high ceilings, plantation shutters and newer flooring. Expansive windows throughout frame breathtaking views while bringing the beauty of the island indoors. Fresh interior and exterior paint adds to the beautifully maintained, move-in-ready feel. The kitchen sits at the heart of the home, anchored by an exceptionally large island designed for gathering. Thoughtfully integrated appliances, including a concealed refrigerator, wet bar with beverage fridge, and statement range hood, preserve the clean aesthetic, while abundant cabinetry and storage make the space as functional as it is beautiful. The open living areas flow naturally toward the outdoors, allowing the Gulf, sunlight and island breezes to remain part of the experience. Outdoor living is just as extraordinary. East and west-facing balconies let you follow the sun throughout the day, while the expansive wraparound west-facing balcony offers a front row seat to spectacular Gulf sunsets. Below, a fully fenced backyard creates a private tropical oasis centered around the pool and spa, offering a secluded place to swim, entertain or unwind after a day at the beach. Two private ensuite bedrooms and a private elevator add another layer of comfort and ease, while the home's thoughtful design makes it equally suited to quiet escapes and gathering with family and friends. Perhaps the greatest luxury is how little you need your car. Walk to the beach, wander to local restaurants and shops, or explore the island by bike or golf cart. In a place that has managed to preserve its character while so much of Florida has grown around it, this home offers something increasingly rare: elevated island living without losing the charm that makes Anna Maria Island so special.

3014 Avenue E, Holmes Beach

5325 Marina Drive Unit 133, Holmes Beach

$650,000

Imagine having your own place on Anna Maria Island where flip-flops are the dress code, sunsets are part of the daily routine, and the beach is always calling. Waterline Villas & Marina offers a truly unique opportunity to own a fully furnished island getaway while enjoying rental income when you're away. Built in 2017, these modern 2-bedroom, 2-bath residences are completely turn-key, with stocked kitchens, in-unit laundry, and a relaxed coastal style that fits perfectly with the Anna Maria Island lifestyle. Owners can enjoy their residence for up to 120 days each year, while professional on-site management handles nightly rentals, maintenance, and guest services when you're not there. When it's time to unwind, enjoy the bayside pool, fitness center, a game room, on-site restaurant, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and trolley access make it easy to leave the car behind and explore the island. Spend your mornings with coffee by the water, afternoons at the beach, and evenings watching the sun go down. Waterline makes enjoying Anna Maria Island easy. Own the getaway. Enjoy the island. Let the property work for you when you're away!!!

2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code

Imagine having your own place on Anna Maria Island where flip-flops are the dress code, sunsets are part of the daily routine, and the beach is always calling. Waterline Villas & Marina offers a truly unique opportunity to own a fully furnished island getaway while enjoying rental income when you're away. Built in 2017, these modern 2-bedroom, 2-bath residences are completely turn-key, with stocked kitchens, in-unit laundry, and a relaxed coastal style that fits perfectly with the Anna Maria Island lifestyle. Owners can enjoy their residence for up to 120 days each year, while professional on-site management handles nightly rentals, maintenance, and guest services when you're not there. When it's time to unwind, enjoy the bayside pool, fitness center, a game room, on-site restaurant, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and trolley access make it easy to leave the car behind and explore the island. Spend your mornings with coffee by the water, afternoons at the beach, and evenings watching the sun go down. Waterline makes enjoying Anna Maria Island easy. Own the getaway. Enjoy the island. Let the property work for you when you're away!!!

5325 Marina Drive Unit 133, Holmes Beach

5325 Marina Drive Unit 131, Holmes Beach

$650,000

Welcome to Waterline Villas & Marina, a boutique waterfront property offering a unique way to own on Anna Maria Island without the expense and responsibility of maintaining a full-time vacation home. Enjoy your residence for part of the year and generate rental income when you're away. Built in 2017, these beautifully appointed 2-bedroom, 2-bath residences are fully furnished and turn-key, featuring stocked kitchens, in-unit laundry, and a relaxed Old Florida atmosphere. Owners can use their residence for up to 120 days each year, while professional on-site management takes care of nightly rentals, maintenance, and guest services when you're not in residence. Waterline offers a wonderful selection of amenities, including a bayside pool, fitness center, on-site restaurant, a game room, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and convenient trolley access make enjoying the island easy. Spend your days at the beach, on the water, exploring the island, or simply relaxing by the bay. Whether you're looking for a personal vacation retreat, an income-producing property, or a combination of both, Waterline Villas & Marina offers a rare opportunity to enjoy the Anna Maria Island lifestyle with the convenience of professional management. It is a must see!!

2 Beds ⋅ 2 Baths ⋅ Waterline Villas & Marina SubDv. ⋅ 34217 Zip Code

Welcome to Waterline Villas & Marina, a boutique waterfront property offering a unique way to own on Anna Maria Island without the expense and responsibility of maintaining a full-time vacation home. Enjoy your residence for part of the year and generate rental income when you're away. Built in 2017, these beautifully appointed 2-bedroom, 2-bath residences are fully furnished and turn-key, featuring stocked kitchens, in-unit laundry, and a relaxed Old Florida atmosphere. Owners can use their residence for up to 120 days each year, while professional on-site management takes care of nightly rentals, maintenance, and guest services when you're not in residence. Waterline offers a wonderful selection of amenities, including a bayside pool, fitness center, on-site restaurant, a game room, complimentary bicycles, and 45 boat slips available to owners while in residence. Utilities are included in the condo fee, and on-site parking and convenient trolley access make enjoying the island easy. Spend your days at the beach, on the water, exploring the island, or simply relaxing by the bay. Whether you're looking for a personal vacation retreat, an income-producing property, or a combination of both, Waterline Villas & Marina offers a rare opportunity to enjoy the Anna Maria Island lifestyle with the convenience of professional management. It is a must see!!

5325 Marina Drive Unit 131, Holmes Beach

$5,250,000

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

One of the most distinctive residences on Anna Maria Island, this exceptional coastal home is a true celebration of thoughtful design, effortless entertaining, and spectacular Gulf views. Just steps from the shoreline and the island’s world-renowned beaches, this four-bedroom retreat was designed as a private haven for family and guests, with every detail carefully considered. An established and successful vacation rental, the property grosses over $350,000 annually, offering an exceptional opportunity for both personal enjoyment and investment. Three expansive travertine terraces create extraordinary outdoor living spaces, each offering its own unique setting. The second-level covered terrace features a fully equipped summer kitchen with grill, sink, and ice machine, overlooking the large heated pool and spa. The third-level terrace is open to the sky and furnished with a fire pit, creating the perfect place to gather while taking in unobstructed views of the Gulf of Mexico. Above it all, the rooftop terrace offers breathtaking panoramic views stretching from the Gulf to the Skyway Bridge. Every level is easily accessible by elevator or stairs. Designed for both luxury and efficiency, the home features more than 9,000 watts of solar power, offering exceptional performance with low-maintenance coastal living. The ground level includes two garages—one oversized two-car garage and a separate garage ideal for a golf cart, beach equipment, water toys, or owner storage. The second level showcases an inviting living and great room, dining area, and gourmet kitchen, with French doors opening directly to the covered terrace and summer kitchen. The kitchen is appointed with state-of-the-art appliances and a wine cooler, perfectly suited for both intimate gatherings and larger-scale entertaining. The thoughtfully designed bedroom layout offers four private en-suite retreats. Two are located on the second level alongside an office/media room, while the third level features the home’s expansive primary suite and an additional guest suite. From its exceptional outdoor living spaces and sweeping Gulf views to its sophisticated interiors, impressive energy features, and proven rental history, this extraordinary Anna Maria Island residence offers a rare opportunity to experience island living at its finest.

106 81st Street, Holmes Beach

$3,200,000

Welcome to Sea Glass Harbor, an exceptional expression of luxury coastal living in the heart of Anna Maria Island! Built in 2021, this exquisite multi-level residence offers 4 bedrooms, 5.5 baths, a private pool and spa, plus a versatile den/flex space—beautifully designed for refined island living, effortless entertaining, and unforgettable escapes. The main living level showcases an impressive open-concept kitchen, dining, and living area filled with natural light and an inviting coastal ambiance. The upscale kitchen is beautifully appointed with solid wood cabinetry, elegant quartz countertops, stainless steel appliances, and a generous center island that creates the perfect setting for entertaining family and guests. This level also offers two generously sized bedrooms, 2.5 beautifully designed baths with distinctive finishes, and a conveniently located laundry area. The upper level is home to a luxurious primary suite with a private ensuite bath, along with an additional spacious bedroom featuring its own ensuite. The bonus den/flex space provides even more options for your family to spread out and enjoy all of the areas of this stunning beach home. Designed to embrace the quintessential island lifestyle, the outdoor spaces are equally impressive. Relax beside the private pool and spa, entertain beneath multiple decks, or unwind in the lush tropical backyard. At the crown of the home, the rooftop deck delivers sweeping bay views—the perfect backdrop for sunset cocktails or quiet evenings under the stars. The unique split two-car garages provide exceptional parking and storage. Offered turnkey furnished with beautiful coastal décor, this remarkable residence is a successful vacation rental and presents a rare opportunity to own a luxurious island retreat with proven investment appeal. Ideally located in central Holmes Beach, you’re just minutes from the beach, exceptional local dining, shopping, and island entertainment. Boaters will appreciate convenient access to the community boat ramp, providing an effortless gateway to the surrounding waterways. Elegant coastal design, exceptional outdoor living, proven rental appeal, and an enviable island location—this is Anna Maria Island luxury at its finest!

4 Beds ⋅ 6 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Welcome to Sea Glass Harbor, an exceptional expression of luxury coastal living in the heart of Anna Maria Island! Built in 2021, this exquisite multi-level residence offers 4 bedrooms, 5.5 baths, a private pool and spa, plus a versatile den/flex space—beautifully designed for refined island living, effortless entertaining, and unforgettable escapes. The main living level showcases an impressive open-concept kitchen, dining, and living area filled with natural light and an inviting coastal ambiance. The upscale kitchen is beautifully appointed with solid wood cabinetry, elegant quartz countertops, stainless steel appliances, and a generous center island that creates the perfect setting for entertaining family and guests. This level also offers two generously sized bedrooms, 2.5 beautifully designed baths with distinctive finishes, and a conveniently located laundry area. The upper level is home to a luxurious primary suite with a private ensuite bath, along with an additional spacious bedroom featuring its own ensuite. The bonus den/flex space provides even more options for your family to spread out and enjoy all of the areas of this stunning beach home. Designed to embrace the quintessential island lifestyle, the outdoor spaces are equally impressive. Relax beside the private pool and spa, entertain beneath multiple decks, or unwind in the lush tropical backyard. At the crown of the home, the rooftop deck delivers sweeping bay views—the perfect backdrop for sunset cocktails or quiet evenings under the stars. The unique split two-car garages provide exceptional parking and storage. Offered turnkey furnished with beautiful coastal décor, this remarkable residence is a successful vacation rental and presents a rare opportunity to own a luxurious island retreat with proven investment appeal. Ideally located in central Holmes Beach, you’re just minutes from the beach, exceptional local dining, shopping, and island entertainment. Boaters will appreciate convenient access to the community boat ramp, providing an effortless gateway to the surrounding waterways. Elegant coastal design, exceptional outdoor living, proven rental appeal, and an enviable island location—this is Anna Maria Island luxury at its finest!

239 S Harbor Drive, Holmes Beach

$1,270,000

Your Anna Maria Island beach house is waiting, and this one checks all the boxes! Beautifully updated, turnkey furnished and located in a desirable weekly rental zone, this 2-bedroom, 2-bath home offers an exceptional combination of personal enjoyment and vacation rental potential. THIRD BEDROOM OPTIONAL too. Bright, inviting and designed for easy island living, the home features an open floor plan, colorful coastal interiors and thoughtful custom finishes. A beautifully designed sea turtle tile feature in the kitchen and nautilus-inspired tile in the primary bath add distinctive personality. The real attraction is outside, where a spacious private pool and spa create the perfect setting for enjoying Florida's year-round sunshine. A covered porch provides generous space for outdoor dining, entertaining or simply relaxing after a day at the beach. Location matters, especially when purchasing an island vacation property. Centrally located in Holmes Beach, this home puts the best of Anna Maria Island within easy reach. Hop on the free island trolley and explore everything from the Anna Maria City Pier to Coquina Beach, with shopping, dining and beautiful Gulf beaches along the way. Whether your goal is to generate vacation rental income, secure your own island getaway or enjoy the best of both, this property deserves your attention. With its desirable rental zoning, inviting outdoor amenities and move-in-ready condition, the opportunity to start enjoying island ownership is already in place. Don't just dream about owning a beach house on Anna Maria Island. Make your move. Call today to schedule your private showing!

2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Your Anna Maria Island beach house is waiting, and this one checks all the boxes! Beautifully updated, turnkey furnished and located in a desirable weekly rental zone, this 2-bedroom, 2-bath home offers an exceptional combination of personal enjoyment and vacation rental potential. THIRD BEDROOM OPTIONAL too. Bright, inviting and designed for easy island living, the home features an open floor plan, colorful coastal interiors and thoughtful custom finishes. A beautifully designed sea turtle tile feature in the kitchen and nautilus-inspired tile in the primary bath add distinctive personality. The real attraction is outside, where a spacious private pool and spa create the perfect setting for enjoying Florida's year-round sunshine. A covered porch provides generous space for outdoor dining, entertaining or simply relaxing after a day at the beach. Location matters, especially when purchasing an island vacation property. Centrally located in Holmes Beach, this home puts the best of Anna Maria Island within easy reach. Hop on the free island trolley and explore everything from the Anna Maria City Pier to Coquina Beach, with shopping, dining and beautiful Gulf beaches along the way. Whether your goal is to generate vacation rental income, secure your own island getaway or enjoy the best of both, this property deserves your attention. With its desirable rental zoning, inviting outdoor amenities and move-in-ready condition, the opportunity to start enjoying island ownership is already in place. Don't just dream about owning a beach house on Anna Maria Island. Make your move. Call today to schedule your private showing!

406 Bay Palms Drive, Holmes Beach

$3,900,000

Under Construction. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. This exceptional new coastal residence offers a rare opportunity to own luxury new construction in the heart of Holmes Beach, just moments from the sugar-white sands and turquoise waters of Anna Maria Island. Thoughtfully designed to embrace the island lifestyle, this custom home will feature expansive open-concept living spaces, soaring ceilings, designer finishes, and seamless indoor-outdoor living throughout. Multiple guest suites with private ensuite baths provide comfort and privacy for family and visitors, while the primary suite serves as a luxurious retreat complete with a spa-inspired bathroom, oversized walk-in closet, and private access to outdoor living spaces. Designed for both convenience and luxury, the residence will include a private elevator providing easy access to all levels of the home. Covered lanais, a resort-style pool and spa, and a dedicated pool bath create the ideal setting for effortless indoor-outdoor living and entertaining. Generous gathering spaces allow family and guests to enjoy the Florida lifestyle year-round, while the rooftop observation deck provides a spectacular venue for sunset views, coastal breezes, and panoramic island vistas. At the heart of the home, the chef's kitchen is planned to feature custom cabinetry, premium countertops, upscale appliances, a large center island, and effortless flow into the living and dining areas, creating an ideal environment for entertaining and everyday living. Whether utilized as a primary residence, seasonal retreat, or investment property, this home offers exceptional versatility in one of Florida's most desirable beach communities. Holmes Beach continues to attract visitors and homeowners alike with its pristine beaches, boating opportunities, waterfront dining, boutique shopping, and relaxed coastal charm. Ideally located near Gulf beaches, marinas, restaurants, and local attractions, this property provides convenient access to everything Anna Maria Island has to offer. Built to current FEMA-compliant flood elevation requirements and the latest coastal construction standards, the residence is designed to deliver enhanced storm resiliency, modern efficiency, and peace of mind while maintaining the luxury finishes and craftsmanship expected from a Noah Thomas Builders home. Secure this opportunity early and experience the elevated coastal lifestyle, exceptional attention to detail, and quality construction. Finishes, materials, specifications, pricing, and availability are subject to change during the construction process and prior to completion.

4 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Under Construction. Brought to you by Noah Thomas Builders - Best in Luxury Coastal. This exceptional new coastal residence offers a rare opportunity to own luxury new construction in the heart of Holmes Beach, just moments from the sugar-white sands and turquoise waters of Anna Maria Island. Thoughtfully designed to embrace the island lifestyle, this custom home will feature expansive open-concept living spaces, soaring ceilings, designer finishes, and seamless indoor-outdoor living throughout. Multiple guest suites with private ensuite baths provide comfort and privacy for family and visitors, while the primary suite serves as a luxurious retreat complete with a spa-inspired bathroom, oversized walk-in closet, and private access to outdoor living spaces. Designed for both convenience and luxury, the residence will include a private elevator providing easy access to all levels of the home. Covered lanais, a resort-style pool and spa, and a dedicated pool bath create the ideal setting for effortless indoor-outdoor living and entertaining. Generous gathering spaces allow family and guests to enjoy the Florida lifestyle year-round, while the rooftop observation deck provides a spectacular venue for sunset views, coastal breezes, and panoramic island vistas. At the heart of the home, the chef's kitchen is planned to feature custom cabinetry, premium countertops, upscale appliances, a large center island, and effortless flow into the living and dining areas, creating an ideal environment for entertaining and everyday living. Whether utilized as a primary residence, seasonal retreat, or investment property, this home offers exceptional versatility in one of Florida's most desirable beach communities. Holmes Beach continues to attract visitors and homeowners alike with its pristine beaches, boating opportunities, waterfront dining, boutique shopping, and relaxed coastal charm. Ideally located near Gulf beaches, marinas, restaurants, and local attractions, this property provides convenient access to everything Anna Maria Island has to offer. Built to current FEMA-compliant flood elevation requirements and the latest coastal construction standards, the residence is designed to deliver enhanced storm resiliency, modern efficiency, and peace of mind while maintaining the luxury finishes and craftsmanship expected from a Noah Thomas Builders home. Secure this opportunity early and experience the elevated coastal lifestyle, exceptional attention to detail, and quality construction. Finishes, materials, specifications, pricing, and availability are subject to change during the construction process and prior to completion.

215 82nd Street, Holmes Beach

$1,595,000

Where the water meets the good life — welcome to elevated island living in the heart of Holmes Beach. Offered completely furnished and truly turnkey, this beautifully reimagined 2BD/2BA retreat blends timeless coastal character with modern comfort, ready for you to simply arrive, unpack, and begin. Renovated top to bottom, the light-filled, open-concept interior is finished with recessed lighting, designer coastal touches, and effortless flow. At its center is a stunning remodeled kitchen — custom cabinetry, expansive quartz countertops, stainless steel appliances, and an oversized island with seating that opens seamlessly to the dining and living spaces, made for slow mornings and lively evenings alike. The serene primary suite offers a spa-inspired en-suite bath, while a generous guest bedroom and beautifully renovated guest bath welcome family and friends in comfort. Beyond the walls awaits your private tropical sanctuary: lush, mature landscaping with low maintenance turf framing a heated saltwater pool, an expansive patio for sun-soaked afternoons, and a refreshing outdoor shower. For the boater, this is the dream — deep-water canal frontage, a private dock with a 10,000-lb lift, fish-cleaning station, and no bridge obstructions for swift, open-water access to Tampa Bay and the Gulf. Moments from powder-soft Gulf beaches and the shops and restaurants of Anna Maria Island by car, bike, or golf cart, this is an exceptional residence offering a wonderful opportunity to live the waterfront lifestyle every day — whether as a full-time home or an unforgettable coastal getaway.

2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Where the water meets the good life — welcome to elevated island living in the heart of Holmes Beach. Offered completely furnished and truly turnkey, this beautifully reimagined 2BD/2BA retreat blends timeless coastal character with modern comfort, ready for you to simply arrive, unpack, and begin. Renovated top to bottom, the light-filled, open-concept interior is finished with recessed lighting, designer coastal touches, and effortless flow. At its center is a stunning remodeled kitchen — custom cabinetry, expansive quartz countertops, stainless steel appliances, and an oversized island with seating that opens seamlessly to the dining and living spaces, made for slow mornings and lively evenings alike. The serene primary suite offers a spa-inspired en-suite bath, while a generous guest bedroom and beautifully renovated guest bath welcome family and friends in comfort. Beyond the walls awaits your private tropical sanctuary: lush, mature landscaping with low maintenance turf framing a heated saltwater pool, an expansive patio for sun-soaked afternoons, and a refreshing outdoor shower. For the boater, this is the dream — deep-water canal frontage, a private dock with a 10,000-lb lift, fish-cleaning station, and no bridge obstructions for swift, open-water access to Tampa Bay and the Gulf. Moments from powder-soft Gulf beaches and the shops and restaurants of Anna Maria Island by car, bike, or golf cart, this is an exceptional residence offering a wonderful opportunity to live the waterfront lifestyle every day — whether as a full-time home or an unforgettable coastal getaway.

520 69th Street, Holmes Beach

6500 Flotilla Drive Unit 235, Holmes Beach

$599,000

No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. West bay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code

No Storm damage or flooding from hurricanes! Beautifully updated and fully furnished, this second-floor waterfront condo in Westbay Point & Moorings is one of the few units in the community to include both a DEEDED BOAT SLIP and a PRIVATE CARPORT. Enjoy your morning coffee or evening sunsets from the west-facing enclosed lanai overlooking the canal and your boat slip. The spacious floor plan offers two large bedrooms, each with its own private bath, along with generous closet space throughout. A separate utility closet on the screened front lanai includes the stackable washer and dryer and provides extra storage. Whether you enjoy fishing from the dock, taking your golf cart around the island, or heading out by boat for a day on the Intracoastal Waterway and Tampa Bay, this condo makes it easy to enjoy the Florida lifestyle. The updated interior features granite countertops, wood-look ceramic tile flooring, modern appliances, and quality finishes throughout. Remote-controlled electric hurricane shutters on the rear lanai and accordion shutters on the front provide added protection and peace of mind. West bay Point & Moorings is a well-maintained waterfront community with an on-site manager, low condo fees, and a quiet location in the heart of Holmes Beach. local parks, restaurants, and shopping. Whether you're looking for a full-time residence, a seasonal getaway, or an investment opportunity, this condo offers excellent flexibility. Rentals are permitted with a 30-day minimum, giving you the option to generate rental income when you're not enjoying it yourself!

6500 Flotilla Drive Unit 235, Holmes Beach

$1,995,000

Welcome to paradise! This charming duplex features two private pools and two distinct revenue streams, elevating a turnkey coastal retreat to offer ultimate beachside living alongside immense investment potential. From the moment you arrive, everyone gets captivated by the property's exceptional curb appeal, highlighting lush tropical landscaping, a durable metal roof, and modern rooflines that create a striking architectural presence. Inside, every space was thoughtfully designed with stunning ocean-inspired décor underneath vaulted ceilings in the main living area, generating a bright, airy atmosphere which perfectly captures relaxed island lifestyles. Stylish furnishings, designer lighting, chic accents, and inviting common areas make this residence completely ready, allowing anyone to simply move in today. What truly sets this estate apart are those refreshing backyard oases, presenting ideal setups for entertaining, unwinding, or maximizing guest appeal. Ideally situated just minutes from the shore, also enjoy convenient access to local dining, boutique shopping, and every attraction making this a sought-after property with a large amount return guests. Adding even more value, the structure is sold fully furnished with beautifully coordinated pieces, plus rental bookings already secured to provide immediate income from day one. Whether searching for a profitable vacation home, a secondary home, or your own peaceful oasis, this magnificent opportunity delivers the perfect combination of style, location, and financial reward. Do not miss a chance to own an incredible package where contemporary architecture, luxury amenities, and proven profitability come together.

4 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Welcome to paradise! This charming duplex features two private pools and two distinct revenue streams, elevating a turnkey coastal retreat to offer ultimate beachside living alongside immense investment potential. From the moment you arrive, everyone gets captivated by the property's exceptional curb appeal, highlighting lush tropical landscaping, a durable metal roof, and modern rooflines that create a striking architectural presence. Inside, every space was thoughtfully designed with stunning ocean-inspired décor underneath vaulted ceilings in the main living area, generating a bright, airy atmosphere which perfectly captures relaxed island lifestyles. Stylish furnishings, designer lighting, chic accents, and inviting common areas make this residence completely ready, allowing anyone to simply move in today. What truly sets this estate apart are those refreshing backyard oases, presenting ideal setups for entertaining, unwinding, or maximizing guest appeal. Ideally situated just minutes from the shore, also enjoy convenient access to local dining, boutique shopping, and every attraction making this a sought-after property with a large amount return guests. Adding even more value, the structure is sold fully furnished with beautifully coordinated pieces, plus rental bookings already secured to provide immediate income from day one. Whether searching for a profitable vacation home, a secondary home, or your own peaceful oasis, this magnificent opportunity delivers the perfect combination of style, location, and financial reward. Do not miss a chance to own an incredible package where contemporary architecture, luxury amenities, and proven profitability come together.

6203 Holmes Boulevard, Holmes Beach

$2,750,000

Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.

3 Beds ⋅ 3 Baths ⋅ Key Royale SubDv. ⋅ 34217 Zip Code

Welcome to 514 Key Royale Drive, where luxury waterfront living meets the relaxed island lifestyle. Nestled in the exclusive and highly sought-after Key Royale community, this beautifully appointed 3-bedroom, 3-bathroom home sits on a generous .24-acre waterfront lot and offers 100 feet of deep-water canal frontage, featuring a private boat dock and lift, with direct boating access to Tampa Bay and the Gulf of Mexico. Step outside to enjoy the heated pool and spa overlooking the water, creating the perfect setting for relaxing or entertaining. Recent updates include two new air conditioning systems, a new electric pool heater, and a new water heater, all installed in 2024 and 2025. The bright, open floor plan is enhanced by soaring vaulted ceilings and recessed lighting throughout the main living area, creating an inviting space filled with natural light. Designed with both comfort and style in mind, the beautifully updated gourmet kitchen features new stainless steel appliances, rich granite countertops, abundant cabinetry, and generous workspace—perfect for preparing meals or gathering with family and friends. The spacious primary suite is a private retreat with two walk-in closets and a luxurious en-suite bath. One of the guest bedrooms also features its own en-suite bathroom, providing exceptional comfort and privacy for family or visitors. Just a few blocks away, the Key Royale Club offers optional golf or social memberships, allowing you to enjoy its private par-32 nine-hole golf course, clubhouse, dining, and year-round social events. Whether you're an avid golfer or simply looking to embrace the island lifestyle, this amenity adds to the appeal of this exceptional location. Key Royale allows one-month minimum rentals, making this home an outstanding opportunity as a full-time residence, seasonal getaway, or income-producing investment.

514 Key Royale Drive, Holmes Beach

$5,995,000

Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

5 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Tucked along an extraordinary 225 feet of waterfront, this custom coastal retreat distills the very essence of island living—breathtaking water views, exceptional privacy, and thoughtfully designed spaces that move effortlessly between serene relaxation and spirited entertaining. A palm-lined driveway sets the tone, where timeless architecture and lush tropical landscaping leave an unforgettable first impression. This residence carries rare local significance as the very first custom home built by Ross Built Construction, masterfully designed by renowned architect Gene Aubry. It stands as a lasting testament to their craftsmanship and creativity—and their contribution to luxury coastal living on Anna Maria Island. Their influence resonates throughout: a thoughtful floor plan, an exceptional command of natural light, and a seamless connection between indoor and outdoor living. Inside, travertine tile and hand-scraped maple flooring flow through a light-filled interior crowned by soaring vaulted ceilings in the living and kitchen areas. The chef's kitchen is as functional as it is beautiful, appointed with stone countertops, copper sinks, a gas range with pot filler, premium appliances, and a generous center island that anchors the home's main gathering spaces. Five spacious ensuite bedrooms, a dedicated den/office, and an upstairs bonus room offer effortless flexibility for family and guests. The primary suite is a private sanctuary unto itself, featuring a remodeled spa-inspired bath with custom built-in shelving and elegant finishes throughout. Designed to embrace the waterfront lifestyle, expansive glass doors open to an impressive 1,400-square-foot veranda overlooking the sparkling saltwater pool and tranquil waterways beyond. Boaters will appreciate the private dock and 10,000-lb boat lift for effortless access to open water, while an oversized three-car garage, elevator, impact-rated windows and doors, Sonos sound system, mosquito misting system, rainwater cistern, and exterior irrigation system deliver convenience and lasting peace of mind. Perfectly positioned in the heart of Holmes Beach, the property is just moments from the sugar-sand beaches of the Gulf, beloved local restaurants, boutiques, and island shops—a rare pairing of private waterfront sanctuary and walkable island convenience. Whether savoring spectacular sunsets from the veranda, entertaining poolside, strolling to nearby dining, or setting out for a day on the water, this remarkable residence offers something exceedingly rare: not only an extraordinary waterfront home, but a meaningful piece of island history, where inspired architecture, enduring craftsmanship, and an unrivaled setting come together in perfect harmony.

526 56th Street, Holmes Beach

$2,800,000

Just One Block from the Beach – Brand New Luxury Coastal Retreat Experience the ultimate in island living with this stunning brand-new luxury home located just one block from the beach. Thoughtfully designed with exceptional craftsmanship and modern coastal elegance, this residence offers the perfect combination of luxury, lifestyle, and investment potential. Featuring 4 spacious bedrooms, 4.5 baths, and a den, every bedroom includes its own en-suite bath, providing comfort and privacy for family and guests alike. Custom wood cabinetry and detailed trim work throughout the home are complemented by beautiful stone countertops and high-end finishes. A private elevator provides convenient access to all levels, including the spectacular rooftop deck where you can enjoy breathtaking sunset views and coastal breezes. Whether entertaining guests or unwinding after a day at the beach, this rooftop oasis is truly a standout feature.Step outside to your own tropical paradise, complete with a resort-style pool and spa surrounded by lush landscaping. With the beach just steps away and easy access to local restaurants, shopping, and island attractions, this home offers exceptional walkability and an unbeatable coastal lifestyle. Whether you're searching for a full-time residence, vacation home, or high-performing investment property, this exceptional coastal retreat offers it all.

4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Just One Block from the Beach – Brand New Luxury Coastal Retreat Experience the ultimate in island living with this stunning brand-new luxury home located just one block from the beach. Thoughtfully designed with exceptional craftsmanship and modern coastal elegance, this residence offers the perfect combination of luxury, lifestyle, and investment potential. Featuring 4 spacious bedrooms, 4.5 baths, and a den, every bedroom includes its own en-suite bath, providing comfort and privacy for family and guests alike. Custom wood cabinetry and detailed trim work throughout the home are complemented by beautiful stone countertops and high-end finishes. A private elevator provides convenient access to all levels, including the spectacular rooftop deck where you can enjoy breathtaking sunset views and coastal breezes. Whether entertaining guests or unwinding after a day at the beach, this rooftop oasis is truly a standout feature.Step outside to your own tropical paradise, complete with a resort-style pool and spa surrounded by lush landscaping. With the beach just steps away and easy access to local restaurants, shopping, and island attractions, this home offers exceptional walkability and an unbeatable coastal lifestyle. Whether you're searching for a full-time residence, vacation home, or high-performing investment property, this exceptional coastal retreat offers it all.

2918 Gulf Drive, Holmes Beach

$1,099,000

Your PERFECT BEACH HOUSE awaits on Anna Maria Island! Just 2 blocks to the gorgeous Gulf and 1 block to the beautiful Bay, this beautifully updated & elevated 2-bedroom, 2-bath ++ coastal retreat delivers the ultimate in relaxed island living. Thoughtfully renovated, this cozy gem features wood flooring throughout, an open-concept layout, and a super spacious chef's kitchen complete with stainless appliances and sleek quartz countertops. The primary suite is complete with a large walk-in closet and private ensuite bathroom. The 2nd bedroom has an extended walk-in closet for additional storage. Step outside to a newer expansive front deck and experience the rare opportunity to take in both sunrise and AMI's famous sunset skies. Your outdoor private tropical oasis features a sparkling, travertine-lined heated pool, a generous entertaining space, and cozy screened lanai perfect for afternoon relaxation. Enjoy peaceful surroundings as the property is ideally positioned adjacent to a nature preserve. A big ++ is the bonus non-conforming flex space on the first level. It features private entrances from the screened patio and includes two large rooms, one with a wet bar, and a full bath. Ideal for guests, extended stays, or a separate creative retreat. This truly lovely beach home comes furnished so just pack your bags, it is completely move-in ready! Use as a full-time residence, second home and/or take advantage of the rental income opportunity, located in a 30-day rental zone. Additional highlights include a spacious 2-car garage with ample storage, and a gated entry for added privacy. The newer metal roof, elevated air conditioner & mini splits along with impact windows and doors give additional peace of mind. Perfectly located mid-island with easy access to shops, dining, and the best of Anna Maria Island, this is your chance to own a true SLICE OF PARADISE. Island living doesn’t get better than this!

2 Beds ⋅ 2 Baths ⋅ Ilexhurst SubDv. ⋅ 34217 Zip Code

Your PERFECT BEACH HOUSE awaits on Anna Maria Island! Just 2 blocks to the gorgeous Gulf and 1 block to the beautiful Bay, this beautifully updated & elevated 2-bedroom, 2-bath ++ coastal retreat delivers the ultimate in relaxed island living. Thoughtfully renovated, this cozy gem features wood flooring throughout, an open-concept layout, and a super spacious chef's kitchen complete with stainless appliances and sleek quartz countertops. The primary suite is complete with a large walk-in closet and private ensuite bathroom. The 2nd bedroom has an extended walk-in closet for additional storage. Step outside to a newer expansive front deck and experience the rare opportunity to take in both sunrise and AMI's famous sunset skies. Your outdoor private tropical oasis features a sparkling, travertine-lined heated pool, a generous entertaining space, and cozy screened lanai perfect for afternoon relaxation. Enjoy peaceful surroundings as the property is ideally positioned adjacent to a nature preserve. A big ++ is the bonus non-conforming flex space on the first level. It features private entrances from the screened patio and includes two large rooms, one with a wet bar, and a full bath. Ideal for guests, extended stays, or a separate creative retreat. This truly lovely beach home comes furnished so just pack your bags, it is completely move-in ready! Use as a full-time residence, second home and/or take advantage of the rental income opportunity, located in a 30-day rental zone. Additional highlights include a spacious 2-car garage with ample storage, and a gated entry for added privacy. The newer metal roof, elevated air conditioner & mini splits along with impact windows and doors give additional peace of mind. Perfectly located mid-island with easy access to shops, dining, and the best of Anna Maria Island, this is your chance to own a true SLICE OF PARADISE. Island living doesn’t get better than this!

2811 Avenue C, Holmes Beach

$2,995,000

Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold partially furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

4 Beds ⋅ 4 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Experience the ultimate island lifestyle in this exquisite coastal retreat on Anna Maria Island. Nestled on one of the island’s most breathtaking tropical lots, this beautifully updated four-bedroom, three-and-a-half-bath residence offers deepwater canal access to the Gulf and the perfect blend of luxury, comfort, and waterfront living. Sold partially furnished and including a golf cart for added convenience, the home underwent an extensive remodel in 2021 and has been thoughtfully upgraded throughout. Recent improvements include a new seawall and dock with a 10,000-pound boat lift upgraded in 2024, as well as a whole-house propane generator installed in 2026. The property has also had no flood damage. Inside, expansive wood-look plank tile flooring creates a warm and inviting atmosphere throughout the home. The stunning chef’s kitchen features quartz countertops, custom cabinetry, and premium high-end appliances. The main living level includes three spacious guest bedrooms, while the entire upper level is dedicated to a luxurious primary suite complete with dual vanities, a spa-inspired bathroom, and an oversized walk-in closet with washer/dryer. Additional highlights include a 200-square-foot insulated storage attic, a private man cave, and a unique indoor entertainment space featuring an indoor grill, bar, and television area that flows seamlessly to the resort-style pool and outdoor living space. From your private dock, enjoy direct boating access to nearby beaches, waterfront dining, and all the charm that island living has to give. This exceptional property is a rare opportunity to own a true waterfront paradise on one of Florida’s most sought-after islands. Don’t miss your chance to make this dream home your reality.

522 68th Street, Holmes Beach

$1,085,000

Welcome to your ultimate island sanctuary or performing turnkey investment in the heart of Holmes Beach! Boasting mid-century strength with a 2009 effective year built, this fully remodeled 3-bedroom, 2-bathroom villa has just completed a top-to-bottom transformation—offering total freedom with no HOA fees and lucrative weekly rental potential. Inside, vaulted ceilings and crisp crown molding frame a light-filled great room built for effortless entertaining. The gourmet kitchen serves as the home’s centerpiece, featuring a generous island, custom cabinetry, quartz countertops, and stainless steel appliances. Complete peace of mind comes built-in with BRAND-NEW impact glass windows and doors, fresh interior/exterior paint, and low-maintenance ceramic tile throughout. Step outside into your private tropical haven, complete with a heated pool (brand-new heater and pump) lush updated landscaping w/ lighting, and full perimeter fencing. Offered completely turnkey furnished—just bring your sandals and start living or collecting income on day one!

3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Welcome to your ultimate island sanctuary or performing turnkey investment in the heart of Holmes Beach! Boasting mid-century strength with a 2009 effective year built, this fully remodeled 3-bedroom, 2-bathroom villa has just completed a top-to-bottom transformation—offering total freedom with no HOA fees and lucrative weekly rental potential. Inside, vaulted ceilings and crisp crown molding frame a light-filled great room built for effortless entertaining. The gourmet kitchen serves as the home’s centerpiece, featuring a generous island, custom cabinetry, quartz countertops, and stainless steel appliances. Complete peace of mind comes built-in with BRAND-NEW impact glass windows and doors, fresh interior/exterior paint, and low-maintenance ceramic tile throughout. Step outside into your private tropical haven, complete with a heated pool (brand-new heater and pump) lush updated landscaping w/ lighting, and full perimeter fencing. Offered completely turnkey furnished—just bring your sandals and start living or collecting income on day one!

324 64th Street, Holmes Beach

$2,790,000

Waterfront luxury, exceptional boating, and true peace of mind come together at this beautifully updated Grand Canal home in Holmes Beach on Anna Maria Island. Perfectly positioned on one of the island's most sought-after deep-water canals with no fixed bridges, this 4-bedroom, 3-bath residence offers direct access to Tampa Bay and the Gulf of Mexico, making it an outstanding opportunity for boating enthusiasts. Recently inspected this property has a clean report card and in excellent condition. Meticulously maintained and extensively updated, this furnished home (with a few exclusions) is truly move-in ready. Designed to embrace the island lifestyle, its desirable southern exposure fills the home with natural light while walls of impact-rated sliding glass doors frame breathtaking canal views and create seamless indoor-outdoor living. The private tropical setting features mature landscaping, a producing mango tree, and a fenced backyard centered around a heated pool, oversized spa, and an impressive 12' x 60' dock with a 20,000-pound boat lift—perfect for entertaining, relaxing, or setting off for a day on the water. Inside, white Italian oak-inspired plank tile flooring flows throughout the home. The spacious family room showcases vaulted tongue-and-groove ceilings and a custom entertaining bar, while the beautifully appointed chef's kitchen offers quartz countertops, custom cabinetry with appliance garages, a large center island, and premium Fisher & Paykel and Bosch appliances. The thoughtfully designed floor plan includes spacious guest accommodations, a hidden laundry room, and a private waterfront primary suite featuring a walk-in closet, water closet, and direct access to a peaceful outdoor retreat overlooking the canal. A flexible den easily functions as a fourth bedroom, home office, or additional guest space. Extensive improvements completed in 2021 provide exceptional quality and lasting value, including a new roof, impact windows and sliding glass doors, updated dock and pilings, and all-new Schedule 40 drain piping beneath the slab. In 2025, a 26KW whole-house generator with a 500-gallon propane tank was added, providing dependable backup power. The covered waterfront lanai is already plumbed and wired for a future outdoor kitchen, while the oversized garage, carport, and generous parking offer convenience for family and guests alike. Located in the heart of Holmes Beach, just minutes from Anna Maria Island's world-famous beaches, waterfront restaurants, boutique shopping, and island attractions, this exceptional property offers one of the finest boating locations on the island. Combining luxury, quality construction, extensive recent improvements, and remarkable waterfront access, this is a rare opportunity to own an exceptional canal-front home where all the hard work has already been done.** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

4 Beds ⋅ 3 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code

Waterfront luxury, exceptional boating, and true peace of mind come together at this beautifully updated Grand Canal home in Holmes Beach on Anna Maria Island. Perfectly positioned on one of the island's most sought-after deep-water canals with no fixed bridges, this 4-bedroom, 3-bath residence offers direct access to Tampa Bay and the Gulf of Mexico, making it an outstanding opportunity for boating enthusiasts. Recently inspected this property has a clean report card and in excellent condition. Meticulously maintained and extensively updated, this furnished home (with a few exclusions) is truly move-in ready. Designed to embrace the island lifestyle, its desirable southern exposure fills the home with natural light while walls of impact-rated sliding glass doors frame breathtaking canal views and create seamless indoor-outdoor living. The private tropical setting features mature landscaping, a producing mango tree, and a fenced backyard centered around a heated pool, oversized spa, and an impressive 12' x 60' dock with a 20,000-pound boat lift—perfect for entertaining, relaxing, or setting off for a day on the water. Inside, white Italian oak-inspired plank tile flooring flows throughout the home. The spacious family room showcases vaulted tongue-and-groove ceilings and a custom entertaining bar, while the beautifully appointed chef's kitchen offers quartz countertops, custom cabinetry with appliance garages, a large center island, and premium Fisher & Paykel and Bosch appliances. The thoughtfully designed floor plan includes spacious guest accommodations, a hidden laundry room, and a private waterfront primary suite featuring a walk-in closet, water closet, and direct access to a peaceful outdoor retreat overlooking the canal. A flexible den easily functions as a fourth bedroom, home office, or additional guest space. Extensive improvements completed in 2021 provide exceptional quality and lasting value, including a new roof, impact windows and sliding glass doors, updated dock and pilings, and all-new Schedule 40 drain piping beneath the slab. In 2025, a 26KW whole-house generator with a 500-gallon propane tank was added, providing dependable backup power. The covered waterfront lanai is already plumbed and wired for a future outdoor kitchen, while the oversized garage, carport, and generous parking offer convenience for family and guests alike. Located in the heart of Holmes Beach, just minutes from Anna Maria Island's world-famous beaches, waterfront restaurants, boutique shopping, and island attractions, this exceptional property offers one of the finest boating locations on the island. Combining luxury, quality construction, extensive recent improvements, and remarkable waterfront access, this is a rare opportunity to own an exceptional canal-front home where all the hard work has already been done.** Property information received from third-party sources is considered reliable but is not guaranteed. All information should be independently verified by buyers and buyer's agent.

501 68th Street, Holmes Beach

$4,375,000

Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.

4 Beds ⋅ 5 Baths ⋅ Holmes Beach 11th Unit SubDv. ⋅ 34217 Zip Code

Brand new construction completed in 2026, luxury home in the heart of Holmes Beach on beautiful Anna Maria Island, just two blocks from the white-sand Gulf beaches. This fully professionally furnished 4-bedroom, 4.5-bath coastal retreat offers the perfect blend of modern design and island living. The open-concept floor plan features a spacious living area with high ceilings and abundant natural light, flowing seamlessly into a chef’s kitchen equipped with premium Thermador appliances, custom cabinetry, a large center island, and a convenient under-counter ice maker—perfect for entertaining family and guests. Each bedroom includes its own en-suite bath, providing privacy and comfort, while the additional half bath is ideal for visitors. Equipped with an elevator going from the ground floor to the beautiful rooftop deck. Professionally designed and sold turnkey furnished, this home is ready for immediate enjoyment or use as a luxury vacation rental. Owner will be listing it as a brand new short-term rental as well. Step outside to your private resort-style backyard oasis featuring a heated pool and spa, covered lounge area, and a custom putting green surrounded by tropical landscaping and turf along with a beautiful custom deck. Multiple outdoor entertaining spaces create the perfect setting for relaxing after a day at the beach. Located only a short stroll—approximately two blocks—from the Gulf of Mexico, this exceptional property offers easy access to pristine beaches, dining, and shopping while maintaining the privacy of a quiet island neighborhood. Whether you’re seeking a full-time residence, second home, or high-end investment property, this brand new Holmes Beach home delivers luxury, location, and the ultimate Anna Maria Island lifestyle.

303 55th Street, Holmes Beach

$3,400,000

Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.

4 Beds ⋅ 5 Baths ⋅ Sportsmans Harbor SubDv. ⋅ 34217 Zip Code

Experience elevated coastal living in this brand-new, designer-finished 4BR/4.5BA luxury home located just a 5-minute walk to the pristine beaches of Anna Maria Island. Thoughtfully crafted with high-end finishes and a bright, open-concept layout, this residence blends modern elegance with relaxed island charm. Currently utilized as a successful short term vacation rental with proven rental revenue. 4 spacious ensuite bedrooms, including three king suites with walk-in showers Gorgeous open living area with abundant natural light and upscale coastal décor Chef’s kitchen featuring modern cabinetry, stone counters, and stainless appliances Private heated pool with in-ground spa, surrounded by lush tropical landscaping Expansive rooftop deck offering panoramic views and unforgettable sunsets Fully furnished with professionally curated interiors Designed for relaxation and entertaining, the outdoor oasis includes a sparkling pool, spa, covered lounging areas, multiple decks including a rooftop deck ideal for sunrise coffee or sunset cocktails. The fenced yard provides privacy while maintaining a breezy, coastal feel. Situated in the heart of Holmes Beach, this home offers walkable access to sugar-sand beaches, local dining, boutiques, and the island’s free trolley. Enjoy the perfect blend of tranquility and convenience in one of Florida’s most desirable beach communities. This unique property can be utilized as primary residence, second home, or high-performing vacation rental investment property. This property delivers luxury, comfort, and strong rental appeal in a premier island location.

227 S Harbor Drive, Holmes Beach

$3,550,000

Pre-Construction. To be built. PHOTOS ARE FROM PREVIOUS BUILD. NEW CONSTRUCTION** Welcome to coastal luxury living in the heart of Holmes Beach. This newly constructed elevated residence offers the perfect blend of modern design, refined finishes, and the relaxed elegance of island life. Thoughtfully designed across three levels, this stunning home features four spacious bedrooms, four full bathrooms, and nearly 3,000 square feet of beautifully designed living space. The main living level showcases an open-concept layout ideal for entertaining, where the kitchen, dining, and living areas flow seamlessly together beneath soaring ceilings. Large windows invite abundant natural light while framing the lush tropical surroundings. The gourmet kitchen is designed for both everyday living and hosting, complete with a large island, generous storage, and easy access to the outdoor living spaces. Upstairs, the private primary suite provides a tranquil retreat featuring a walk-in closet and a luxurious en-suite bathroom. Additional guest bedrooms offer comfortable accommodations for family and visitors while maintaining privacy throughout the home. Outdoor living is at the heart of this island residence. Multiple covered decks provide inviting spaces to relax and enjoy coastal breezes, while the rooftop deck offers an elevated setting for sunset views and entertaining under the Florida sky. Built to modern coastal standards, the home features elevated construction, a durable standing seam metal roof, and hurricane-rated design elements suited for life near the water. The ground level includes a spacious two-car garage, storage, and convenient access to the home's elevator for seamless movement between floors. Located just moments from the pristine beaches of Anna Maria Island, as well as local dining, boutique shopping, and marina access, this property offers the perfect balance of privacy and proximity to everything the island lifestyle has to offer. Whether as a primary residence, vacation home, or investment opportunity, this Holmes Beach retreat delivers modern coastal living at its finest.

4 Beds ⋅ 4 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code

Pre-Construction. To be built. PHOTOS ARE FROM PREVIOUS BUILD. NEW CONSTRUCTION** Welcome to coastal luxury living in the heart of Holmes Beach. This newly constructed elevated residence offers the perfect blend of modern design, refined finishes, and the relaxed elegance of island life. Thoughtfully designed across three levels, this stunning home features four spacious bedrooms, four full bathrooms, and nearly 3,000 square feet of beautifully designed living space. The main living level showcases an open-concept layout ideal for entertaining, where the kitchen, dining, and living areas flow seamlessly together beneath soaring ceilings. Large windows invite abundant natural light while framing the lush tropical surroundings. The gourmet kitchen is designed for both everyday living and hosting, complete with a large island, generous storage, and easy access to the outdoor living spaces. Upstairs, the private primary suite provides a tranquil retreat featuring a walk-in closet and a luxurious en-suite bathroom. Additional guest bedrooms offer comfortable accommodations for family and visitors while maintaining privacy throughout the home. Outdoor living is at the heart of this island residence. Multiple covered decks provide inviting spaces to relax and enjoy coastal breezes, while the rooftop deck offers an elevated setting for sunset views and entertaining under the Florida sky. Built to modern coastal standards, the home features elevated construction, a durable standing seam metal roof, and hurricane-rated design elements suited for life near the water. The ground level includes a spacious two-car garage, storage, and convenient access to the home's elevator for seamless movement between floors. Located just moments from the pristine beaches of Anna Maria Island, as well as local dining, boutique shopping, and marina access, this property offers the perfect balance of privacy and proximity to everything the island lifestyle has to offer. Whether as a primary residence, vacation home, or investment opportunity, this Holmes Beach retreat delivers modern coastal living at its finest.

307 62nd Street, Holmes Beach

$2,950,000

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

4 Beds ⋅ 4 Baths ⋅ North Point Harbour SubDv. ⋅ 34217 Zip Code

Nestled at one of the highest elevations on Anna Maria Island, this exceptional coastal retreat is located in the highly sought-after North Point Harbour community of Holmes Beach. Built in 2012 with hurricane-rated windows and doors, the home offers both refined elegance and peace of mind, perfectly blending luxury with the relaxed sophistication of island living. A cheerful front porch welcomes you inside, setting the tone for the warmth and charm found throughout. Soaring ceilings and gleaming marble floors create a light, airy ambiance, while coastal architectural details — including multiple porches and charming balconettes — add character and dimension to the design. The beautifully appointed living room is flooded with natural sunlight through two sets of French doors that frame tranquil canal views stretching toward Bimini Bay. These doors open to capture sunny mornings and breathtaking evening sunsets, seamlessly blending indoor and outdoor living. The open floor plan flows effortlessly into the dining and kitchen areas, creating an ideal setting for intimate family meals or hosting guests with ease. The spacious first-floor primary suite serves as a peaceful sanctuary, complete with a lovely ensuite bath and a private deck — perfect for quiet evenings under the coastal sky. Two additional bedrooms are also located on the first floor, including a second ensuite bedroom and a third bedroom with its own bath, offering comfort and privacy for family and visitors alike. Even everyday tasks feel elevated in the expansive and beautifully designed laundry and utility room, conveniently located off the kitchen and garage — a space so thoughtfully appointed it hardly feels like a utility area. The entire second floor is dedicated to a spectacular private suite. This luxurious retreat features two charming balconettes, a large walk-in closet, a spa-like ensuite bath with dual sinks, and a separate office or sitting room — an ideal haven for guests or multi-generational living. Outdoors, boating enthusiasts will appreciate the impressive 20,000-pound boat lift and expansive wraparound dock situated on a short, deep-water canal. With direct access through Bimini Bay to Tampa Bay, the Gulf of Mexico, and the Intracoastal Waterway, this property offers effortless navigation to some of Florida’s most beautiful waters. Life in North Point Harbour is as enriching as it is relaxing. Spend mornings at the nearby Key Royale Golf Club for an early tee time, afternoons joining friends at the community pool or enjoying a friendly match on the tennis courts or padel, and evenings cruising from your private dock into Bimini Bay as the sun melts into the horizon. Here, everyday flows seamlessly from recreation to relaxation, creating a true island lifestyle defined by beauty, convenience, and connection to the water. This extraordinary North Point Harbour residence embodies the very best of elevated coastal living — where thoughtful design, superior craftsmanship, and an unparalleled waterfront location come together to create a truly remarkable island home.

605 N Point Drive, Holmes Beach

$699,000

One-of-a-kind Holmes Beach retreat just minutes from the sand! This completely renovated 1-bedroom, 1-bath home offers everything you need in the perfect beach getaway or income-producing property. Thoughtfully updated throughout, the home features hurricane-impact windows and doors, solid wood cabinetry, stainless steel appliances, tile flooring, and granite countertops. Offered turnkey furnished with a stylish coastal décor, it’s truly move-in or rental ready.Step outside to your private outdoor oasis featuring a large heated free-form pool, spacious patio ideal for entertaining, custom outdoor lighting, and an outdoor shower with rain head—perfect after a day at the beach. Located just two blocks from popular shops and restaurants and only a five-minute walk to the Gulf beaches, this prime island location delivers the best of Anna Maria Island living.Whether you’re seeking a personal island retreat or a strong investment opportunity, this property shines with projected rental income up to $50,000 annually. Don’t miss this rare chance to own a turnkey beach home in the heart of Holmes Beach.

1 Beds ⋅ 1 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

One-of-a-kind Holmes Beach retreat just minutes from the sand! This completely renovated 1-bedroom, 1-bath home offers everything you need in the perfect beach getaway or income-producing property. Thoughtfully updated throughout, the home features hurricane-impact windows and doors, solid wood cabinetry, stainless steel appliances, tile flooring, and granite countertops. Offered turnkey furnished with a stylish coastal décor, it’s truly move-in or rental ready.Step outside to your private outdoor oasis featuring a large heated free-form pool, spacious patio ideal for entertaining, custom outdoor lighting, and an outdoor shower with rain head—perfect after a day at the beach. Located just two blocks from popular shops and restaurants and only a five-minute walk to the Gulf beaches, this prime island location delivers the best of Anna Maria Island living.Whether you’re seeking a personal island retreat or a strong investment opportunity, this property shines with projected rental income up to $50,000 annually. Don’t miss this rare chance to own a turnkey beach home in the heart of Holmes Beach.

205 Peacock Lane Unit A, Holmes Beach

$4,995,000

There's a different side of Anna Maria Island-one where island living, privacy, and life on the water all come together. Welcome to 529 77th Street in Holmes Beach-an extraordinary British West Indies inspired waterfront residence with more than 5,000 square feet, designed for gathering, entertaining, and enjoying life on the water. Inside you will find two luxurious primary suites, beautiful custom millwork, an elevator, media room, and a chef's kitchen with an oversized island and butler's pantry-all surrounded by expansive living spaces and multiple terraces. Outside is where the home truly shines. Imagine mornings overlooking Bimini Bay, afternoons by the saltwater pool and spa, and evenings entertaining family and friends from your covered lanai and outdoor kitchen. And when the water is calling, your boat is waiting right outside. A 70 foot dock and a 13,000 pound boat lift put you just moments from the Intracoastal. This is more than a waterfront home. It's a place to put down roots, make memories and experience Anna Maria Island as home. Call now to schedule your private showing of this amazing island property.

5 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

There's a different side of Anna Maria Island-one where island living, privacy, and life on the water all come together. Welcome to 529 77th Street in Holmes Beach-an extraordinary British West Indies inspired waterfront residence with more than 5,000 square feet, designed for gathering, entertaining, and enjoying life on the water. Inside you will find two luxurious primary suites, beautiful custom millwork, an elevator, media room, and a chef's kitchen with an oversized island and butler's pantry-all surrounded by expansive living spaces and multiple terraces. Outside is where the home truly shines. Imagine mornings overlooking Bimini Bay, afternoons by the saltwater pool and spa, and evenings entertaining family and friends from your covered lanai and outdoor kitchen. And when the water is calling, your boat is waiting right outside. A 70 foot dock and a 13,000 pound boat lift put you just moments from the Intracoastal. This is more than a waterfront home. It's a place to put down roots, make memories and experience Anna Maria Island as home. Call now to schedule your private showing of this amazing island property.

529 77th Street, Holmes Beach

$3,975,000

Sunsational is a freshly built & beautiful new home in Holmes Beach! This four bedroom, 4 and half bathroom pool home is impeccably built by Moss Construction and designed by award winning designer Emily Moss Designs. Which will be featured in Design Magazine soon, it's just THAT amazing! The facade of this incredible home feels like luxury and the minute you step inside it won't disappoint. The textures, the colors, the style of each room creates the perfect home for you to live and or continue renting as an investment home. They thought of everything and there is no lack of detail at every turn. So many things to bring to light about this gorgeous home but one of the most prominent is the back yard. It's literally a space full of beauty and fun. It's Florida outdoor living at its finest. Games, heated pool and spa as well as enough balconies for everyone. The great room creates a space large enough for everyone to come together for dining, movies or anything else the family wants to do together. Sunsation also gives you and your family or guests the ability to get away into their own spaces. With a small media room with wet bar upstairs you can spread out to in case you just can't agree on a movie. There are numerous balconies to escape to and enjoy the warm air and great views of Holmes Beach. Every bedroom is large and cozy. Three of the bedrooms are en-suites and ready for and your guests and you must see the bunk room. EVERY youngster will dive into bed and love the feel of fun in this super creative use of space. Just 2.5 blocks to the coveted sugary beaches of Anna Maria Island. Spend the morning walking the beach, collecting shells and feel the ocean breeze. Come back from the beach and spend the day at a home you literally may never want to leave. If you do decide to venture out, you are a golf cart ride or a bike ride away from it all. Hop on the free Trolley and head out to all the hubs of each cities shops and restaurants. This home is amazing and you simply must come see your new home and start living the Anna Maria Life now!

4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code

Sunsational is a freshly built & beautiful new home in Holmes Beach! This four bedroom, 4 and half bathroom pool home is impeccably built by Moss Construction and designed by award winning designer Emily Moss Designs. Which will be featured in Design Magazine soon, it's just THAT amazing! The facade of this incredible home feels like luxury and the minute you step inside it won't disappoint. The textures, the colors, the style of each room creates the perfect home for you to live and or continue renting as an investment home. They thought of everything and there is no lack of detail at every turn. So many things to bring to light about this gorgeous home but one of the most prominent is the back yard. It's literally a space full of beauty and fun. It's Florida outdoor living at its finest. Games, heated pool and spa as well as enough balconies for everyone. The great room creates a space large enough for everyone to come together for dining, movies or anything else the family wants to do together. Sunsation also gives you and your family or guests the ability to get away into their own spaces. With a small media room with wet bar upstairs you can spread out to in case you just can't agree on a movie. There are numerous balconies to escape to and enjoy the warm air and great views of Holmes Beach. Every bedroom is large and cozy. Three of the bedrooms are en-suites and ready for and your guests and you must see the bunk room. EVERY youngster will dive into bed and love the feel of fun in this super creative use of space. Just 2.5 blocks to the coveted sugary beaches of Anna Maria Island. Spend the morning walking the beach, collecting shells and feel the ocean breeze. Come back from the beach and spend the day at a home you literally may never want to leave. If you do decide to venture out, you are a golf cart ride or a bike ride away from it all. Hop on the free Trolley and head out to all the hubs of each cities shops and restaurants. This home is amazing and you simply must come see your new home and start living the Anna Maria Life now!

215 83rd Street, Holmes Beach

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