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$1,650,000
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

600 Manatee Avenue Unit 144, Holmes Beach
$459,000
2 Beds ⋅ 2 Baths ⋅ Westbay Cove SubDv. ⋅ 34217 Zip Code
Check out the virtual video ! Discover your island retreat in Holmes Beach—an appealing option for a second home or an investment property with rental potential. Enjoy bay and pool views with the beach within walking distance and convenient access to shops, restaurants, and other Anna Maria Island attractions! One of the larger west-facing ground level condo features a renovated kitchen and 2 updated bathrooms. Ceramic tile flooring throughout high-traffic areas, including the living room, dining room, kitchen, and bathrooms. The kitchen offers lots of custom white cabinetry with pull outs, granite countertops, and a raised breakfast bar area. Additional features include newer air conditioning and back hurricane-impact slider doors. Per the seller, the residence has experienced no damage or flooding from past hurricanes or storms. Relax on the front lanai with its six-foot privacy fence, or enjoy water and pool views from the back patio, which is open looking toward the pool and kayak area. Community amenities include multiple pools, pickleball areas, and an inviting social patio where neighbors gather and enjoy full bay views. The condo fee includes contributions to the escrow reserve fund, building exterior insurance, Flood insurance, internet, exterior building maintenance, grounds maintenance, pools and pool maintenance, recreational facilities, sewer, trash, and water. Whether you’re seeking a beach getaway or exploring rental income potential, this condo offers an inviting setting to enjoy island living. Sold Furnished with the exception of personal items.

600 Manatee Avenue Unit 144, Holmes Beach

5325 Marina Drive Unit 423, Holmes Beach
$350,000
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

3816 6th Avenue Unit 3816, Holmes Beach
$750,000
3 Beds ⋅ 2 Baths ⋅ The Village At Holmes Beach SubDv. ⋅ 34217 Zip Code
Set in one of the most convenient locations in Holmes Beach, this three-level island residence features a private elevator connecting all three levels, making the home easy to navigate while still offering the separation and flexibility of a multi-level layout. Everyday essentials, shopping, dining, and the beach are all within easy reach. Located just behind Publix and nearby retail, and only a short distance from Manatee Public Beach, the setting makes it easy to enjoy island life without giving up everyday convenience. The property also offers strong seasonal rental appeal with a 30-day minimum rental period and 2027 season bookings already in place, creating an opportunity for buyers looking for both personal use and income potential. From the moment you arrive, the layout is designed to make island living practical. The ground level offers a 2-car tandem garage with additional storage, plenty of room for beach gear, bikes, or a golf cart, plus a flexible den and access to the outdoor patio area. Take the stairs or the private elevator up to the main living level, where travertine flooring carries through a bright and comfortable living and dining space. French doors open to a covered balcony, creating an easy spot for morning coffee, evening drinks, or simply enjoying the island air. The kitchen features solid wood cabinetry, stone countertops, stainless steel appliances, a pantry, and an eat-at peninsula that keeps the space open and functional for everyday living or entertaining. Also on this level are two additional rooms, one currently used as a flexible office/bedroom, along with a full guest bath, interior laundry, and extra storage. The layout can be returned to a true 3-bedroom configuration, giving future owners flexibility based on how they want to use the home. The entire top floor is dedicated to the primary suite, creating a private retreat away from the main living areas. French doors open to a covered balcony, while the oversized bedroom flows into a large en-suite bath with dual sinks, custom cabinetry, a walk-in shower, and a spacious walk-in closet. Additional storage near the elevator adds even more functionality to the upper level. Impact windows, a 2019 HVAC replacement, generous storage, garage parking, and additional parking across the street round out the practical side of the home. The community also offers a pool and mature landscaping, making it easy to enjoy time at home when you’re not at the beach. Whether you’re looking for a seasonal escape, full-time Holmes Beach residence, or an investment property with future bookings already secured, this home offers the combination buyers are looking for: location, elevator access, flexibility, rental potential, garage parking, and easy proximity to the beach and everyday conveniences.

3816 6th Avenue Unit 3816, Holmes Beach

4006 5th Avenue, Holmes Beach
$1,650,000
4 Beds ⋅ 4 Baths ⋅ 4th Avenue Condominium SubDv. ⋅ 34217 Zip Code
Check out "La Isla Bonita"on Holmes Beach! A successful vacation rental property just 5 minutes (400 steps) to the gorgeous Anna Maria Island beaches! This concrete block construction has a total of 3515 total sq.ft. This contemporary QUALITY BUILT home in 2006 with an ELEVATOR has 4 bedrooms/4 baths ENSUITE. Brand new METAL AND FLAT ROOF 2026. TURN-KEY FURNISHED. WEEKLY RENTALS. Private gated heated swimming pool with a game room attached to the garage. Partial Gulf views from the balcony! 2 NEW AC Units in 2020, New pool heater in 2023. New pool pump in 2025. This LOCATION cannot be beat just less than 400 steps to the white sandy beach or to the free trolley service that will take you from one end of the island to the other. Across the street is walking distance to the Publix grocery AND liquor store, CVS drug store and pharmacy, beach shops and cool island restaurants. Anna Maria Island Beach Café and SKINNY'S Burgers is just across the street with a tiki bar, ice cream, snow cones, restaurant and bands every night till sunset. Take the stairs or the elevator to the terrace that has views of the surrounding island and glimpses of the gulf! Enjoy an evening cocktail while catching one of the amazing sunsets that Anna Maria is famous for!

4006 5th Avenue, Holmes Beach

28 Seaside Court, Holmes Beach
$679,900
2 Beds ⋅ 2 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code
WATERFRONT VALUE ON ANNA MARIA ISLAND! This beautifully updated 2-bedroom, 2-bath villa offers waterfront living, weekly rental potential, and a long list of significant 2023–2025 improvements. Whether you're looking for an income-producing investment, second home, or island getaway, this turnkey furnished property offers an opportunity to own on Anna Maria Island without the price point of many larger waterfront homes. The kitchen was completely remodeled in 2025 with all-new cabinetry, granite countertops, and new stainless-steel appliances including a range, dishwasher, refrigerator, and microwave. The laundry and utility areas were also updated in 2025 with a new water heater, washer, dryer, and doors. Both bathrooms have been updated, including a new walk-in shower, toilet, and vanity in the guest bath, plus a new vanity and toilet in the primary bath. The home also features Back hurricane-impact windows and doors, providing an important upgrade for coastal living. Major infrastructure improvements include updated electrical and plumbing in 2025. The electrical system was brought up to current standards with a completely updated breaker box, while plumbing was relocated out from the ground level. A new plumbing liner was installed throughout the kitchen, laundry, hallway, and both bathrooms. Outside, enjoy your waterfront setting with a new seawall installed in 2023 and space for a boat, kayaks, paddleboards, or other water toys. A private parking area provides room for two cars, while a storage shed offers additional space for beach gear, bikes, and outdoor equipment. The property is being sold fully furnished and turnkey, with future rental bookings already in place. Located in a weekly rental zone, it offers flexibility for an investor seeking rental income or a second-home owner who wants to enjoy the property while offsetting ownership costs through rentals. Holmes Beach also offers an exceptional array of nearby public recreational amenities, including a dog park, pickleball courts, tennis courts, boat launch area, ball fields, basketball area, outdoor fitness equipment, and children's play areas, all available for public use at no additional cost. A rare combination of waterfront living, extensive recent updates, weekly rental potential, private parking, storage, and recreational amenities makes this an appealing opportunity for buyers looking for an attainable way to own on Anna Maria Island.

28 Seaside Court, Holmes Beach

3014 Avenue  E, Holmes Beach
$3,400,000
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

524 68th Street, Holmes Beach
$1,400,000
2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
Bring your vision to this exceptional waterfront property in sought-after Holmes Beach on Anna Maria Island. The existing home sustained damage during Hurricane Helene and has not been remodeled, offering the opportunity for a complete elevated renovation or a new custom build, subject to applicable city and county requirements. The sale includes partial plans for a new construction home and a complete set of plans for an elevated remodel, giving the next owner a valuable head start. Use either plan, modify them to fit your vision, or create your own custom design. The property also features a two-year-old seawall and dock, 15,000-pound boat lift, and floating dock—significant waterfront improvements already in place. An outstanding opportunity for a builder, investor, or buyer seeking to create a premier waterfront retreat in Holmes Beach

524 68th Street, Holmes Beach

117 79th Street, Holmes Beach
$1,349,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
HUGE price improvement. Income Producing: Buy with $30,000 in 2027 vacation rental bookings already locked in! Available for buyer assumption or delivered with an open calendar- buyers choice. Soaked in natural light and completely reimagined, this turn-key single-story coastal retreat sits on a premium, oversized corner lot just a short stroll from the sand. Upgraded top-to-bottom in 2024, the bright three-bedroom, two-bath layout effortlessly blends modern luxury with relaxed beachside living. Whether you're searching for a primary coastal residence, a vacation getaway, or an income producing investment property, this turnkey beach house is ready for effortless living. Property Highlights Recent Upgrades: Complete interior transformation completed in 2024 (see list in documents), anchored by a sleek, low-maintenance standing-seam metal roof installed in 2023 for ultimate coastal durability. Sunlit Living Spaces: Open-concept design featuring soaring sightlines, expansive windows, and crisp contemporary finishes that capture coastal light throughout the day. Gourmet Kitchen & Baths: Fully modernized with designer cabinetry, premium stone countertops, updated fixtures, and upscale flooring. Outdoor Haven: The sprawling corner lot provides ample space for outdoor entertaining, lush landscaping, or creating your dream backyard oasis—with room for outdoor courts, boat storage, or extended patio living. Unbeatable Location: Nestled in one of the area’s most sought-after, welcoming neighborhoods, you are minutes from top-rated dining, local shopping, parks, and direct beach access. Income Producing: Buy with $30,000 in 2027 vacation rental bookings already locked in! Available for buyer assumption or delivered with an open calendar- buyers choice. Owner is Broker Agent

117 79th Street, Holmes Beach

202 Peacock  Unit B Lane Unit B, Holmes Beach
$880,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Check out mls # A4698503 - Exceptional Island Investment Opportunity Just One Block to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just one block from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 1 car over sized garage,-lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential.

202 Peacock Unit B Lane Unit B, Holmes Beach

406 Bay Palms Drive, Holmes Beach
$1,295,000
2 Beds ⋅ 2 Baths ⋅ Bay Palms SubDv. ⋅ 34217 Zip Code
If you've always wanted to find the perfect Anna Maria Island beach getaway, now you've found it! This bright and cheerful 2-bedroom, 2-bath home combines an open floor plan with colorful coastal style and an easy indoor-outdoor lifestyle. Beautifully updated throughout, all you need to bring is your sunscreen and start enjoying island life. Outside, a luxurious pool and spa create your own private retreat, while the covered porch offers a shaded spot to relax, dine and enjoy long island days at home. Thoughtful custom details give the interior its personality, including a nautilus-inspired tile feature in the primary bath and a beautifully designed sea turtle tile focal point in the kitchen. Located in the weekly rental zone and right in the heart of the island, you can leave the car behind and hop on the free island trolley, with stops connecting you from the Anna Maria City Pier on the north end to Coquina Beach on the south end. Whether you are looking for a personal island escape, a vacation rental, or a little of both, this home captures exactly what an Anna Maria Island beach house should feel like. Call for your private showing and start planning your permanent vacation.

406 Bay Palms Drive, Holmes Beach

215 82nd Street, Holmes Beach
$3,900,000
4 Beds ⋅ 7 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Pre-Construction. To be built. Brought to you by Noah Thomas Builders, 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

106 74th Street Unit 100, Holmes Beach
$5,250,000
4 Beds ⋅ 4 Baths ⋅ Bella Vista SubDv. ⋅ 34217 Zip Code
A rare Gulf Front Statement Residence in Holmes Beach on Anna Maria Island. Presenting an exceptional gulf front residence where scale, privacy, craftsmanship, and the beauty of Anna Maria Island come together in a truly distinctive offering. Set along the Gulf of Mexico this extraordinary elevated 3,200-square-foot residence offers a rare combination of generous proportions, refined finishes, privacy, and direct access to one of Florida's most celebrated beaches. With only two residences in the building, the setting feels remarkably private more like an exclusive beachfront estate than a traditional condominium. Designed and built by renowned Whitehead Construction in 2006, the residence reflects a level of quality and thoughtful construction rarely encountered in today's market. A private elevator provides direct access to the home adjacent to the kitchen for easy unloading of groceries. The residence offers four large bedrooms, with one currently appointed as a professional home office with room for a sofa bed. The extraordinary primary suite is a retreat in its own right, featuring a separate sitting area, two oversized walk-in closets, dual vanities, a separate soaking tub, and a spacious walk-in shower. At the center of the home, the gourmet kitchen takes full advantage of its gulf setting, overlooking the water and opening naturally toward the living areas. There's an abundance of granite counter space, elegant wood cabinetry, a walk-in pantry, two wine and beverage refrigerators. This area makes a great coffee bar area as well. Open the sliding glass doors for unobstructed views or relax on the screened porch and enjoy the sea breezes. It is equally suited to quiet mornings overlooking the gulf or elegant entertaining with family and friends as the sunsets. The outdoor amenities create an exceptional island lifestyle. The large heated pool and spa provides a private shaded place to relax and entertain, complemented by a shared bonus room adjacent to the pool. The outdoor shower allows everyone to clean up or cool off before coming inside. The green space provides the perfect place for a game of cornhole. A tandem garage provides substantial private parking and storage, while the residence enjoys direct access to a stretch of beach and beachfront firepit, creating an extraordinary setting for sunset gatherings and evenings under the stars. This is a property defined by space, privacy, provenance, and setting. The combination of a two residence building, private elevator, substantial interior scale, gulf front living, resort style amenities, and construction by Whitehead makes this a particularly rare offering on Anna Maria Island. For the discerning buyer seeking a distinctive Florida beachfront residence with the scale and presence of a private estate, this is an exceptional opportunity to own a truly memorable piece of Anna Maria Island.

106 74th Street Unit 100, Holmes Beach

6250 Holmes Boulevard Unit 24, Holmes Beach
$800,000
2 Beds ⋅ 3 Baths ⋅ North Beach Village SubDv. ⋅ 34217 Zip Code
Welcome to Sunsets & Daydreams! Beautiful, light & bright coastal retreat just 2 blocks from the beach! North Beach Village 2 bed 2.5 bath elevated condo with rare find lower level garage & storage area. NEW ROOF 2025! This clean & inviting property is sold turnkey & features all new furnishings, spacious bedrooms, 2023 sliding glass door & screened in lanai, 2021 new PGT impact windows, & newer luxury coastal vinyl plank flooring. North Beach Village is a quiet community with mature landscaping & grounds are meticulously maintained. This community also has one of the lowest condo fees on AMI at $885/mo! Condo fee includes master flood policy, internet, cable, pest control, landscaping & heated community pool. This short term rental can be sold with future bookings for 2027. Close to shopping, dining & just a short walk to the free Anna Maria Island trolley stop! Close to world class medical & within 30 min to IMG sports academy. One hr or less to 3 major airports: Tampa International, Clearwater/St Pete or Sarasota/Bradenton!

6250 Holmes Boulevard Unit 24, Holmes Beach

401 63rd Street, Holmes Beach
$1,100,000
4 Beds ⋅ 3 Baths ⋅ Sea Side Gardens SubDv. ⋅ 34217 Zip Code
Welcome to this beautifully remodeled and furnished coastal retreat in the heart of Holmes Beach. Set on a generous 0.24-acre corner lot, this spacious single-level home offers four bedrooms, two and a half baths and 2,223 square feet of inviting living space. The bright, open interior is designed for effortless gathering and entertaining. The updated kitchen features an oversized island with seating, stone countertops, abundant cabinetry and new stainless-steel appliances. The kitchen flows naturally into the dining and living areas, while stylish tile flooring, plantation shutters and recessed lighting enhance the home’s fresh coastal character. The large primary suite includes a spacious walk-in closet and an impressive en-suite bath with a freestanding soaking tub and separate walk-in shower. Three additional bedrooms provide comfortable accommodations for family and guests, and a convenient laundry closet includes a new washer and dryer. Outside, enjoy colorful tropical landscaping and a sizable yard with space to relax and entertain. The property provides parking for up to four vehicles and is ideally located approximately 0.2 miles from the Holmes Beach pickleball and tennis courts and 0.4 miles from public beach access. Anna Maria Island’s shopping, dining and recreational amenities are all within easy reach. Currently configured as a completely remodeled single-family residence, the property also has the potential to be reestablished as a duplex or triplex, subject to applicable municipal approvals and verification. Offered furnished and supported by a one-week minimum rental period, this island home offers excellent vacation-rental income potential along with the flexibility to serve as a full-time residence or personal coastal getaway.

401 63rd Street, Holmes Beach

455 62nd Street, Holmes Beach
$435,000
1 Beds ⋅ 1 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
Welcome to 455 62nd Street, a lovely coastal retreat situated in the heart of Holmes Beach on world famous Anna Maria Island. Positioned in a quiet, highly sought-after residential enclave, this exceptional property holds a distinct market status as currently the only elevated unit on 62nd Street. Engineered with solid elevated concrete block construction, it delivers a rare combination of structural resilience, architectural distinction, and refined coastal living. The elevated design not only provides superior peace of mind and favorable insurance conditions, but also creates valuable covered ground-level parking and a secure, private storage area ideal for golf carts, water sports equipment, and beach gear. Complemented by a newly installed roof and fresh soffits, the home’s major capital elements have been meticulously addressed to create a low-overhead, turnkey ownership experience. Inside, the home opens to an airy, light-filled interior where modern finishes and coastal utility meet. The updated kitchen features contemporary cabinetry, sleek countertops, and quality appliances, serving as an efficient hub for daily living and casual beachside hosting. The open-concept footprint is intelligently configured to comfortably host up to four guests, offering an inviting, low-maintenance layout that maximizes usable living space. This property offers extraordinary versatility tailored to many uses from business to personal. For the vacation rental investor, its placement within a coveted weekly short-term rental district, paired with its efficient four-guest capacity and solid concrete construction, delivers a high-performing asset designed for strong rental demand and minimal operational friction. For buyers seeking a seasonal sanctuary, the low-maintenance, "lock-and-leave" nature of this resilient build provides a seamless warm-weather escape. Local island and Bradenton residents will equally appreciate a rare, accessible opportunity to acquire an upgraded, elevated foothold in one of the Gulf Coast's premier barrier island communities. Step outside and experience the Anna Maria Island lifestyle. Located just a short walk or bike ride from the turquoise Gulf waters and sugar-sand beaches, the residence is also moments from local dining, boutique shopping, and the free island trolley stops along Marina and Gulf Drives. In combining rare elevated construction with unmatched coastal convenience, 455 62nd Street represents an extraordinary real estate opportunity in Holmes Beach.

455 62nd Street, Holmes Beach

420 63rd Street Unit 420A, Holmes Beach
$599,000
2 Beds ⋅ 2 Baths ⋅ Seaside Gardens SubDv. ⋅ 34217 Zip Code
Canal-Front Investment Opportunity! Contractors, investors, and renovators—don't miss this exceptional waterfront opportunity in Holmes Beach! This 2-bedroom, 2-bath canal-front half duplex is ready for its next chapter and offers tremendous upside in one of Anna Maria Island's most sought-after locations. Situated on a deep-water canal with direct access to open water and no bridges, this property is a boater's dream and is located just a few short blocks from the pristine Gulf beaches. Whether you're looking to renovate and resell, create a high-end vacation retreat, or build long-term equity, the location alone makes this property a standout investment. Following storm damage, the drywall has been removed approximately four feet from the floor, allowing the new owner to begin renovations without the expense of demolition. The property is ready to be rebuilt and customized to your vision. Both bedrooms have ensuite bathrooms with updated showers and walk in closets. The back bedroom has a nice canal view. Major improvements already completed include: Re-pipe entire unit (2020) Replacement windows and sliding doors (2020) Carrier 2-ton Coastal Series A/C system (2022) Shingle roof replaced (2012) Flat roof replaced (2024) Seawall cap replaced (2011) Waterfront properties with bridge-free boating access and this level of renovation potential are becoming increasingly difficult to find on Anna Maria Island. Bring your contractor, your imagination, and your plans to transform this diamond in the rough into an exceptional island property. Being sold As-Is. An outstanding opportunity for cash buyers, investors, builders, or anyone looking to create significant value in a prime Holmes Beach waterfront location.

420 63rd Street Unit 420A, Holmes Beach

140 50th Street, Holmes Beach
$1,794,000
3 Beds ⋅ 2 Baths ⋅ Jones Sub SubDv. ⋅ 34217 Zip Code
Welcome to your island paradise, just steps from the sugary white sands of Manatee Beach, where gentle Gulf breezes and the laid-back Anna Maria Island lifestyle await. This beautifully maintained elevated concrete block home offers the perfect blend of coastal elegance, modern updates, and exceptional investment potential. The home is situated on an oversized corner lot, providing privacy and peaceful outdoor living. Featuring 3 bedrooms, 2 bathrooms, and a private elevator, this spacious home is designed for both comfortable everyday living and effortless vacation enjoyment. The open-concept floor plan is filled with natural light and centers around a large kitchen island, perfectly positioned beneath an oversized window overlooking the sparkling pool and rear deck—ideal for entertaining family and friends or enjoying an alfresco meal! The generous primary suite is a true retreat, offering a huge walk-in closet and a luxurious ensuite bath complete with a relaxing Jacuzzi soaking tub. Step outside to your private tropical oasis featuring a newly resurfaced (2022) heated saltwater pool and spa, surrounded by an elegant brick paver deck and professionally landscaped grounds. Enjoy morning coffee on the new front deck (2022) or unwind on the spacious rear deck while soaking in the peaceful island atmosphere and enjoying endless sunsets. The oversized lower level provides incredible flexibility with ample space for a home gym, game room, workshop, or additional storage. A large driveway and covered carports provide abundant parking for family and guests. Major updates include a durable metal roof installed in 2020 offering peace of mind for years to come. Inside features tray ceilings, crown molding, updated lighting and fresh paint in beachy neutral tones. Located in one of Anna Maria Island's most desirable areas, you'll love being able to stroll to Manatee Beach, restaurants, boutiques, and local entertainment. Hop aboard the free island trolley and explore everything the island has to offer—from historic Pine Avenue to Bridge Street and breathtaking Gulf sunsets. With weekly rentals permitted, this property offers outstanding flexibility as a full-time residence, vacation getaway, or income-producing investment, allowing rental income to help offset ownership expenses. Whether you're searching for your dream beach home or an exceptional island investment, this coastal retreat truly offers the best of Anna Maria Island living.

140 50th Street, Holmes Beach

6500 Flotilla Drive Unit 235, Holmes Beach
$629,000
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

202 Peacock Lane Unit A, Holmes Beach
$775,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Welcome to 202 Peacock Lane, Unit A—an elevated three-bedroom, two-bath ,2 car garage Holmes Beach property offering exceptional flexibility as a vacation home, island residence or income-producing investment. UNIT B IS ALSO AVAILABLE. The spacious interior features beautiful bamboo flooring, remodeled bathrooms, select hurricane-impact windows and a comfortable open living area. Important improvements include a newer roof, newer A/C and a 2025 water heater. The home may be purchased furnished or unfurnished, allowing the new owner to personalize it or prepare it for vacation rentals. The enclosed lower level provides valuable additional space, while the garage accommodates both a vehicle and a golf cart. The property may also offer room for a private pool, subject to buyer verification and local requirements. Enjoy an outstanding Anna Maria Island location within walking distance of the Gulf beaches, restaurants, shops, parks and everything Holmes Beach has to offer. Whether you are searching for a private island getaway, second home or short-term rental opportunity, Unit A delivers the location and potential buyers are looking for. UNIT B IS ALSO AVAILABLE, providing a rare opportunity to purchase both units and own the entire building. Live in one unit and rent the other, create a multi-generational island retreat or maximize the property’s investment potential. Unit B is offered separately under MLS #A4696880. Schedule your private showing today!

202 Peacock Lane Unit A, Holmes Beach

514 Key Royale Drive, Holmes Beach
$2,750,000
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

2918 Gulf Drive, Holmes Beach
$2,800,000
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

207 71st Street Unit E, Holmes Beach
$1,195,000
2 Beds ⋅ 2 Baths ⋅ West Wind Shores SubDv. ⋅ 34217 Zip Code
Island living at its best! Enjoy this elevated 2-bedroom 2 bath home located in central Holmes Beach on Anna Maria Island. You are three houses away from beach access and all of a 5 minute walk to watch sunsets and relax on the Gulf Beaches. This home has been renovated, and is turnkey furnished in a beachy décor to continue as a productive vacation rental or bring your things and move right in! The open floor plan includes a kitchen that opens to living room and dining area as well as the outside deck. The large 10x19 open front porch is perfect for entertaining with friends or family. The yard is low maintenance, and the back yard is completely fenced in with a brand-new heated swimming pool and turf. Downstairs is an open area that you can make into your own mancave or entertainment area. Ideas are unlimited. The location makes this home a perfect investment property.

207 71st Street Unit E, Holmes Beach

202 Peacock Lane Unit B, Holmes Beach
$880,000
3 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
BUY ONE OR BOTH SIDES OF THIS DUPLEX PROPERTY. STEPS TO THE BEACH AND LOCATED IN A WEEKLY RENTAL ZONE! Exceptional Island Investment Opportunity Just a short walk to the Beach! Welcome to 202 Peacock Lane, Unit B, a beautifully remodeled half-duplex perfectly positioned for vacation rental investors, second-home buyers, and those seeking the ultimate Anna Maria Island lifestyle. This spacious three-bedroom, two-bath residence with an impressive three-car garage configuration offers the ideal combination of prime island location, investment potential, and coastal living. Located just one block from the sugar-sand beaches of Anna Maria Island, this property is an outstanding opportunity for those seeking a vacation home, short-term rental investment, income-producing property, or full-time beach residence. Completely renovated from top to bottom, this turnkey property features a new roof, new HVAC system, new water heater, new flooring, new walls, and a stunning designer kitchen, showcasing stainless steel appliances, abundant custom cabinetry, and upgraded countertops. The home also boasts two beautifully updated bathrooms featuring custom vanities and stylish finishes. Nearly everything in this property is new or newer, offering peace of mind and low-maintenance ownership. The spacious layout comfortably accommodates families and groups, making it highly desirable as a high-demand vacation rental property. The expansive garage area includes a two-car tandem garage plus a separate 3 car ove sized garage, lockout garage, providing exceptional space for vehicles, golf carts, beach gear, bicycles, owner's storage, and more. Plus, driveway parking for possible 4 more cars. The versatile space beneath the home (2 car tandem garage space) offers endless possibilities, including a game room, entertainment area, additional living space, or covered parking. Outside, the private fenced backyard offers room to create your own tropical oasis with potential space for a pool (buyer to verify). Location is everything, and this property delivers! Leave the car and golf cart behind you're just steps away from world famous Gulf beaches, waterfront dining, boutique shopping, local attractions, and island entertainment. Everything needed for the perfect island vacation experience is within walking distance, making this property exceptionally attractive to both guests and owners. Sold furnished with a few exclusions. Rental or move in ready! Whether you're expanding your real estate portfolio, searching for a beach investment property, looking for a turnkey vacation rental, or dreaming of owning your own piece of paradise on Anna Maria Island, this exceptional property checks every box. Rarely do island properties this close to the beach offer extensive updates, exceptional walkability, flexible living space, and outstanding rental potential.

202 Peacock Lane Unit B, Holmes Beach

522 68th Street, Holmes Beach
$2,995,000
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

324 64th Street, Holmes Beach
$1,085,000
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

518 58th Street, Holmes Beach
$3,250,000
4 Beds ⋅ 6 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Virtually Staged. Imagine arriving at a private estate tucked along the shimmering waters of Tampa Bay on Anna Maria Island, where 235 feet of pristine waterfront create a rare sense of space, privacy and uninterrupted views. This four-bedroom, six-bath coastal residence in Holmes Beach is designed to capture the beauty of the bay from nearly every angle. Expansive walls of glass and sliding doors frame panoramic water vistas, filling the home with natural light and bringing the outdoors in, a hallmark of luxury waterfront homes in this area. Inside, the home blends refined elegance with relaxed island living. A grand open-concept layout connects the living room, dining area and a chef’s kitchen outfitted with high-end appliances, custom cabinetry and generous entertaining space. Multiple living areas, often found in premier Anna Maria Island homes, offer flexibility for hosting guests or enjoying quiet retreats. Each of the four bedrooms is generously sized, while the six total baths provide a resort-style convenience ideal for family and guests. The primary suite is typically a sanctuary of its own, featuring water views, private balcony access and a spa-inspired bath. Outside, the property becomes exceptional. A resort-style pool and spa overlook the bay, surrounded by lush tropical landscaping and expansive outdoor living areas designed for entertaining or unwinding in the coastal breeze. Waterfront homes here often emphasize seamless indoor-outdoor flow, creating an island lifestyle experience. With 235 feet of frontage, the property offers a private dock and boat lift, ideal for direct access to the open waters of Tampa Bay and the Gulf beyond. Whether you’re setting out for a sunset cruise, fishing at dawn or simply watching dolphins and manatees pass by, the water becomes an extension of daily life. Set on one of the desirable stretches of Anna Maria Island, this home combines rare waterfront scale, luxury amenities and effortless boating access, a showcase of elevated coastal living.

518 58th Street, Holmes Beach

221 85th Street, Holmes Beach
$945,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
DEEDED BOAT SLIP and ROOM FOR A POOL! Discover the best of island living in beautiful Holmes Beach. Nestled on a quiet street in a peaceful neighborhood, you’ll love the combination of boating access and close proximity to the beach this home has to offer. Elevated with impact windows, this 2-bedroom, 2-bathroom home is turnkey furnished and includes a deeded, unimproved boat slip at the end of 85th Street, perfect for boating enthusiasts and those seeking the ultimate coastal lifestyle. NEW ROOF installed in August 2025. The downstairs area has been professionally remediated and renovated, while the upstairs living area remained untouched by hurricanes in 2024. Situated on an expansive 9,000sqft lot, there is ample space to add a pool and create your own private oasis. Whether you’re seeking a primary residence or a tropical getaway, this property is ideal for enjoying Anna Maria Island living. Book your showing today!

221 85th Street, Holmes Beach