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$2,895,000
5 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
This exquisitely renovated waterfront home on Anna Maria Island features nearly 80 feet of prime water frontage, providing breathtaking views from both the front and back of the property. A private boat dock and lift make this residence a paradise for boating enthusiasts. Recent extensive renovations include state-of-the-art electrical and air conditioning systems, impact-rated windows, new exterior siding, and a new roof, ensuring the home is both safe and energy-efficient. Step inside to discover a modern kitchen outfitted with high-end appliances, ample storage, and chic finishes, making it a chef's dream. The spacious open-concept living and dining areas are perfect for both relaxation and entertaining, with large windows that fill the space with natural light and allow for stunning water views. Four of the five bedrooms provide serene water views, while the bathrooms are elegantly designed with premium fixtures and finishes, offering a spa-like retreat. Outdoor living is a delight with the home's expansive decks, perfect for al fresco dining, entertaining guests, or simply soaking in the spectacular water views. The tropical landscaping enhances the natural beauty of the property, creating a serene and private oasis. Located just a short stroll from the pristine beaches of Anna Maria Island and the vibrant atmosphere of Bridge Street, this home offers the perfect blend of luxury and convenience. Schedule your showing today!

405 28th Street, Holmes Beach
$800,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Easy beach livin'. Exactly what everyone looks for when they think old Florida. A simple, easy single-level ranch. Decent sized yard, walking distance to the beach and shops. Of course, you'd want multiple restaurant choices and a few bars close by too. A small coffee shop, couple of boutiques. You'd want it to be cool, with a 70's-style solarium/gazebo and workshop off the back of garage. You found it. Can rent it weekly too, solid investment when you're not here. A bonus, if you're a builder, its in the R-2 zoning area. Many other duplex style homes constructed close by. Not many of these left sub-1M. First showings Sat 9/5, reach out to agent for details.

311 59th Street, Holmes Beach
$1,095,000
2 Beds ⋅ 2 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Cozy Cabana East is a turnkey island living with income already in place. This remodeled 2-bedroom, 2-bath home sits on a quiet Holmes Beach street just a short stroll to the Gulf, fully furnished and operating as a successful vacation rental. Step inside to light, comfort, and care. The open-concept living area welcomes you with warm tones, soft textures, and comfortable seating. Designed with coastal finishes, a fully equipped kitchen, and easy flow from living to dining make it ready to sit back and relax. Both bedrooms are kings with ensuite baths — one with a shower/tub combo, the other a walk-in shower — plus a queen sleeper in the living area so it comfortably sleeps six. The backyard is the showpiece: a private heated pool framed by tropical landscaping, lounge seating, outdoor dining, a gas grill, and an enclosed outdoor shower for sandy feet. Ground-level access, no interior stairs, washer/dryer and a one car garage. Short stroll to the Gulf, close to the free trolley, restaurants, and the everyday convenience that makes this home living at ease. Zoned for weekly rentals, Move-in ready. Schedule your showing today!

205 82nd Street, Holmes Beach
$4,295,000
4 Beds ⋅ 5 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Discover coastal elegance at its finest in this stunning 4-bedroom, 4.5-bathroom waterfront home in the heart of Holmes Beach. Designed for both relaxed island living and effortless entertaining, this boater’s dream residence sits directly on the canal with breathtaking views of the bay and spectacular sunrise vistas that greet you each morning. Step outside to your private waterfront oasis featuring a heated, uniquely shaped triangle pool. The property offers two robust boat lifts, one 7,500 lb and the other is a 39ft slip with a 20,000 lb making it ideal for everything from a center console to a larger cruising vessel. Multiple balconies and upper deck invite you to unwind with the gentle bay breeze, while lush tropical landscaping provides privacy and a serene, resort-like atmosphere. Inside, the chef’s kitchen shines with high-end appliances, wine fridge, farm sink, gas burner and thoughtful design, making it a joy for culinary enthusiasts. Hurricane-rated impact windows and sliders throughout offer peace of mind and seamless indoor-outdoor flow. A spacious single car garage with storage for toys and beach gear. This home perfectly blends luxury and functionality—elevated finishes, generous living spaces, and that enviable waterfront lifestyle Anna Maria Island is known for. Whether you’re watching dolphins cruise by, hosting sunset gatherings, or simply enjoying the privacy of your canal-front sanctuary, every day feels like a vacation. A rare opportunity to own a true boater’s paradise in one of Florida’s most sought-after beach communities. Schedule your private showing today and experience coastal living at its best.

511 59th Street, Bradenton Beach
$879,000
2 Beds ⋅ 3 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Experience the ultimate Florida beach lifestyle in this elevated 2-bedroom, 2-bathroom coastal retreat situated just steps from the pristine white sands of the Gulf. This home exudes classic island charm with modern peace of mind, featuring full impact-rated windows and doors along with durable Hardie siding designed for long-lasting beauty and protection. The exterior is anchored by a sprawling paver driveway and professional tropical landscaping, leading to a versatile covered under-house area perfect for shaded relaxation or gear storage after a day on the water. The property also boasts ample garage space that offers incredible flexibility, with plenty of room that could easily be converted into a game room or additional lounge area. Inside, the open-concept living space is bathed in natural light and anchored by rich wood flooring that flows throughout the main areas. The chef-inspired kitchen is well-appointed with warm wood cabinetry, granite countertops, and a suite of stainless steel appliances, all centered around a large breakfast bar that overlooks the dining and living zones. Offered fully furnished for the buyer’s convenience, this home is truly move-in ready and designed for immediate enjoyment. Step through elegant French doors to the expansive covered porch, an ideal setting for al fresco dining and morning coffee in the coastal breeze. Whether you are looking for a primary residence or a seasonal getaway, this turnkey coastal gem offers the rare opportunity to live life just minutes from the water’s edge.

2811 Gulf Drive, Holmes Beach
$2,150,000
5 Beds ⋅ 4 Baths ⋅ Holmes Beach SubDv. ⋅ 34217 Zip Code
Discover a versatile two-unit property in Holmes Beach offering the flexibility many buyers seek on Anna Maria Island. With a combined total of 5 bedrooms and 4 bathrooms, this property includes two fully turnkey residences: Pool Party South, a 3-bedroom, 2-bath main home, and Pool Party North, a 2-bedroom, 2-bath secondary unit. This configuration is well suited for those looking for a two-unit island home, a vacation property with short-term rental potential, or a second home that can help offset expenses when not in use. Both units feature coastal-inspired updates, including modern tile flooring, granite countertops, stainless steel appliances, newer roofs, and comfortable furnishings. Offered turnkey, the property is ready for immediate enjoyment or rental use. Weekly rentals are permitted, providing owners the flexibility to enjoy the island on their own schedule while generating income when away—an important consideration for buyers seeking short-term rental options on Anna Maria Island. The outdoor living area enhances the relaxed Florida lifestyle with a heated pool and spa, outdoor bar with sink, and multiple areas for dining and lounging. The oversized lot adds a sense of privacy, creating an inviting retreat for both owners and guests. This layout appeals to a variety of uses, including a multi-residence setup, a dual-unit investment property, or a home offering separation between living space and guest accommodations while maintaining rental flexibility. Located just a short walk to the Gulf beaches, as well as nearby dining, shopping, and island amenities, this property captures the ease and charm of Holmes Beach living. For buyers searching for an updated two-unit home with a pool, walkable beach access, and strong rental potential, Pool Party South and Pool Party North provide a compelling blend of lifestyle and opportunity on Anna Maria Island.

314 61st Street, Holmes Beach