
Beach house vacation rentals in Bimini Bay
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Top-rated beach house rentals in Bimini Bay
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Walk to it all! Restaurants + Heated Pool +Beach!
🌊🏖️Welcome to Making Waves on Anna Maria Island-where you are steps from the beach and centrally located to it all, footsteps to the trolley stop! Escape to paradise and experience the ultimate beach getaway at this stylish beach house with heated pool, nestled in the heart of Anna Maria. Walk outside the door to the pristine beaches, renowned local restaurants, and the vibrant Bridge Street with live music, restaurants, bars, and shopping. Our beach retreat promises an unforgettable vacation!
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Private Pool + Walk 2 blocks to Beach! King Beds!
☀️Welcome to Bayberry Beach Cottage B on Anna Maria Island! Just +/- 400 feet (2 min walk) to the beach! With a Heated private pool, fenced backyard, outdoor games, & grill, it’s the perfect spot for fun-filled days and relaxing nights! 🌴This recently renovated beach cottage has 2 king bedrooms, 1.5 baths. 📍You’re just a 2-minute walk to Salt, a trendy restaurant and craft cocktail bar with live music. More local favorites and beach bars are nearby, & lively Bridge Street is only 1 mile away
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Carissa A | Beachside Retreat | Golf Cart | Pool
Carissa Loft A🏝️ A well-designed home offering comfortable spaces to relax, reconnect & experience all that AMI has to offer! Step inside to discover a private lower level retreat featuring a queen bed, sofa, TV and game table. Upstairs you'll find the fully stocked kitchen, inviting family room, 2-bedrooms & 2-full baths. The private outdoor oasis features a heated/cooled cocktail pool. 🚙Park the car & let the island adventures begin! The 6-person golf cart is complimentary with your stay!
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Do you love the beach?
Seaside Sanctuary is the ground floor unit of a beachfront duplex. It is the 2nd house from the beach with no roads to cross. The front yard is thirty steps from one of the most pristine beaches on the Gulf of Mexico. The house is located on a quiet residential street near the north end of the island. The front porch is a great place to watch the sunset. The house is clean, comfortable and well appointed. We welcome well behaved dogs and have a fully fenced yard for your pup to play.
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Manatee Sanctuary - in the heart of Anna Maria
Welcome to Manatee Sanctuary – a spacious 3 bed/ 2 bath canal-front retreat with a private heated pool and hot tub, located in the quiet and highly sought-after North End of the island. This serene and private oasis offers everything you need for a relaxed and memorable beach vacation. The home features an open-concept living and dining area, fully stocked kitchen, and an upstairs porch ideal for morning coffee or evening relaxation. The backyard opens onto a peaceful saltwater canal.
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Heated Pool, Hot Tub, Game Room, Steps to Beach!
Welcome to Island Dreams, the ultimate peaceful escape just 4 min walk from Anna Maria Island's stunning beaches. This fully renovated three-bedroom, three-bath beach house features a Zen-inspired backyard oasis, a private cocktail pool, and a game room! Walk to shops, restaurants, and the trolley stop! Island Dreams offers the perfect blend of relaxation, location, and indoor and outdoor fun! NOTE: Holmes Beach has a 7-day rental minimum. Check in / Check out days are on Saturdays.
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NEW! w/ Pool - The Pearl Unit 2 on AMI
The Pearl (Unit 2) is a newly renovated oasis in the heart of Holmes Beach on Anna Maria Island. Just a 3–5 minute walk to the beach, this sunny AMI duplex home has everything — sparkling saltwater pool, fresh interiors, no stairs, beach gear, and parrots that may say hi on your morning walk! Centrally located and steps away from the AMI trolley to whisk you around the island! Relax, explore, and live your best island life. *pool is shared with one other unit in the duplex home*
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High-end Beach heaven, Sleeps 10, 3 private decks
Ideal for those who appreciate single-level living. 3 bedrooms & 2 baths located on the main floor, & loft-style 4th bedroom upstairs. Enjoy 3 decks!: a private beach deck just a 30-second walk away + front & upper decks offering partial ocean views perfect for morning coffee or for cocktails. The primary booking guest must be at least 27 years old, stay on-site during the reservation, and provide valid government-issued ID to host within 24 hrs of booking. Vtr -1609
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TOES IN THE SAND!
Waves Edge South is one of two very unique homes situated directly on the sugar white sands of Anna Maria Island. Welcome to a dreamy island which oozes the charm of ‘old’ Florida and will remind you of yesteryear when you were young and the pace was a little slower. A place where visitors and residents are as likely to use a bicycle or a golf cart as hop in a car. An Island where the warm waters will soothe your soul and you will leave longing to return once more.
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Flamingo Bay by Duncan Real Estate
Welcome to Flamingo Bay! This beautiful waterfront home with private bay beach and steps to the City Pier! New up-dates! New tiled flooring through the whole property and some up-dates. Absolute waterfront house on the bayside on the north end of Anna Maria. A spacious four bedroom/three and a half bathroom beach house. The master suite expands the entire top floor. It has a king bed and his & her bathroom with views overlooking the bay and the Sunshine Skyway.
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Beach Baby/4 Min Walk to Beach/ Pool/HotTub /Games
Welcome to Beach Baby – Your Laid-Back Island Escape Just a short stroll from the sugar-white sands, Beach Baby is your perfect Anna Maria Island getaway. Located only six houses from the Gulf and about a 4-minute walk to the stunning Bean Point Beach, this bright and breezy retreat is all about soaking up sunshine, salty air, and easy coastal living. Spend your days beach hopping, biking to local shops, or simply unwinding in your own private backyard oasis.
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The Pink House - Short Walk to the Beach
Escape to The Pink House, a renovated 4-bed, 4-bath island cottage on Anna Maria Island, sleeping 8. This charming coastal retreat features three king suites, a private yard, and is just a short walk from white-sand beaches, local shops, and restaurants. Perfect for families and pet-friendly, it offers modern comfort with classic Florida style. Enjoy prime beach access and an unbeatable location for your coastal getaway. Managed by Doreste Properties
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Popular amenities for Bimini Bay beach house rentals
Beach house rentals with a pool

Angelfish Cottage, Sweet 2 BR/1B with Private Pool
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Payton's Place | Private Heated Saltwater Pool/Spa
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A100 step to the sugar sand gulf front view & pool
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Red Key Beach | Redington Beach Heated Pool
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Luxury Coastal Retreat with Pool and Rooftop Deck!
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Right on the water with private boat slip
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Beautiful ground level with heated pool!
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Seaside Beach House 205 · End Unit · 180° Lanai ·
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Private beach house rentals

Historic Pass-A-Grille Gulf Way 3 Story 4/3 WiFi
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Beach front cottage on Treasure Island, FL
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Walks on the Shores • Private Beach Front Access
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Oceanfront Boho Bungalow Breeze
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Luxury Waterfront Sunset Beach with Jacuzzi
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ShoreSideSuites Stunning Gulf Views|Steps to Beach
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Beachfront-Quaint Beachfront House- Pass a Grille
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Tropical Oasis Near Treasure Island Beach
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Pet-friendly beach house rentals

Holly's Garden: North End Canal Front
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Under the Foxtails by Beach Boutique Rentals
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WOW! Beach Front Cottage - Unbeatable Experience
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Siesta Key Village Home
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Seaside Serenity | Rooftop Views!
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Elevator | Heated Pool & Hot Tub | Pool Table
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Private Pool - Tropical Smiles by SeaBreeze Vacati
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New! Gulf Views • Rooftop • Bridge St • Game Room!
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Destinations to explore
- Miami Vacation rentals
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- Anna Maria Island
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- Anna Maria Island Beach
- Raymond James Stadium
- Busch Gardens Tampa Bay
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- Lido Key Beach
- Bean Point Beach
- Turtle Beach
- Amalie Arena
- Caspersen Beach
- Tampa Convention Center
- Dunedin Beach
- Manasota Key Beach
- Hard Rock Casino
- University of South Florida
- Vinoy Park
- Crescent Beach
- John's Pass
- Fort De Soto Park
- Tropicana Field
- Englewood Beach
- Sand Key Beach
- MidFlorida Credit Union Amphitheatre





