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$499,900
2 Beds ⋅ 2 Baths ⋅ Sunbow Bay SubDv. ⋅ 34217 Zip Code
This is YOUR CHANCE to own YOUR island getaway on world renowned Anna Maria Island!!! Just 3 blocks to beautiful beaches and water. Fully turnkey furnished and ready for you to spend the weekend, winter in or rent out. Dog friendly community! Building has an elevator. Remodeled kitchen and baths, with Full size Washer and dryer in the kitchen! 2 community pools. Long fishing pier with boating access. Tennis and pickle ball courts. Kayaking and paddle boarding are steps away. Store your Kayak or paddle board under the building and launch from the dock and Kayak through mangrove tunnels and Anna Maria Sound. Eat in kitchen or turn it into office space. Under building parking and storage area for beach equipment. Easy access to the mainland. Close to Publix, great cafes and stores. Bike to Robinson Preserve. Beautifully landscaped!

3705 E Bay Drive Unit 115, 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

$769,000
2 Beds ⋅ 3 Baths ⋅ Anna Maria Island Club SubDv. ⋅ 34217 Zip Code
Experience the perfect blend of luxury beachfront living and strong investment potential with this rare Gulf-front condo-hotel residence on Anna Maria Island, designed in the timeless style of a charming New England coastal inn. This intimate 12-unit boutique community offers direct access to the sandy beaches of the Gulf of Mexico and delivers one of the most desirable beachfront locations in Florida. Unit #6 is ideally positioned on the second floor and accessed by both an elegant staircase and elevator, offering convenience along with privacy and elevation for enhanced views. This spacious 2-bedroom, 2.5-bath beachfront condo features beautiful original hardwood flooring, crown molding, and a bright open layout designed for coastal comfort. A rare highlight of the residence is its two private balconies, one extending from the living room and the other from the primary suite, providing panoramic Gulf views, pool views, and unforgettable sunset skies—perfect for morning coffee, evening relaxation, or listening to waves rolling onto the shore. The interior is thoughtfully appointed with built-in closets, in-unit washer and dryer, and a fully turnkey package that includes furnishings, décor, beach equipment, kayaks, and paddleboards, allowing for immediate enjoyment without additional setup. As part of a professionally managed condo-hotel investment property, owners benefit from up to 120 days of personal use a year while the on-site management team handles rentals the remainder of the time. With its prime beachfront location on Anna Maria Island, the property consistently achieves strong occupancy rates, making it an attractive income-producing vacation rental investment. Even better, ownership allows you to enjoy months of personal beachfront living annually while rental income helps offset operating costs, creating both lifestyle value and financial efficiency. Offered fully turnkey, this residence checks every box for buyers seeking a luxury beachfront condo on Anna Maria Island, a Gulf-front vacation rental investment property, or a low-maintenance coastal retreat in Florida. Simply bring your swimsuit and start enjoying beachfront living at its finest—where lifestyle, location, and long-term value all come together in one exceptional opportunity.

101 66th Street Unit 6, Holmes Beach

$549,000
2 Beds ⋅ 2 Baths ⋅ Westbay Point SubDv. ⋅ 34217 Zip Code
Located in Westbay Point & Moorings on ANNA MARIA ISLAND, FULLY FURNISHED 2 bed 2 bath, 1 MILE from the BEACH. Front entrance opens into the shady SCREENED-IN LANAI, LAUNDRY is to the left with stackable WASHER/DRYER. Convenient STORAGE CLOSET/WORKSHOP to the right. Kitchen has a large pass through opening to the dinning room. Home provides a spacious living/dinning room combo. Both primary and guest bedrooms enjoy an en suite bathroom with tub/shower combo and abundant closet space. Enjoy the GLASSED IN FLORIDA ROOM or open the sliding glass doors to feel the breeze. RECENT UPDATES: ROOF, HVAC, WATER HEATER, and CARPET. Remote controlled ELECTRONIC HURRICANE SHUTTERS for extra protection. NEVER FLOODED, in FLOOD ZONE X. Located in WESTBAY POINT & MOORINGS, a waterfront community situated on a quiet bayfront setting on Anna Maria Island. Includes a private BOAT RAMP, BOAT DOCK that doubles as a fishing pier, 2 HEATED POOLS, SPA, TENNIS COURTS, KAYAK/PADDLEBOARD STORAGE and open parking. CONDO FEE INCLUDES: cable tv, high-speed internet, water, sewer, trash, ground maintenance, exterior maintenance, master insurance, pool, spa and more. Just a short walk to the CENTRAL PARK which features a DOG PARK, PICKLEBALL COURTS, SKATE PARK, BASKET BALL, BALL PARK, PLAYGROUND and OUT DOOR FITNESS CENTER. Minutes away from sandy beaches and sunshine, the entire island is GOLF CART FRIENDLY, making it easy to explore. CONDO FEE INCLUDES: water, sewer, trash, cable, internet, pest control, pool and amenities. Enjoy ANNA MARIA ISLAND and a cozy atmosphere with local bike shop, restaurants, shopping options, and multiple access points to the beach.

6400 Flotilla Drive Unit 15, Holmes Beach