Vacation rentals in Bimini Bay

5 out of 5 average rating, 57 reviews

The image depicts a bright, two-story beach house with light blue siding, surrounded by palm trees and lush greenery. A white picket fence lines the front, offering a sense of privacy. The sky is clear with soft clouds, conveying a tranquil coastal atmosphere.

Home in Holmes Beach

Luxury Home Steps to Quiet Beach on 78th St

No hurricane damage! Stylishly renovated top to bottom, our sunny beach house with 3/4 BR and 2 BA is 1.3 blocks (a 3 min stroll) from the beach. Perfect for one family or two small families, it's an incredible value considering its location and quality. The house has every thing you need for a great vacation, including a kitchen for serious cooks, Weber grill, dining deck, shaded patio lounge and lovely lawn. To see availability 12 months from now, use the website, not the app. VRC18-000181

5 out of 5 average rating, 30 reviews

A cozy outdoor seating area features two blue chairs positioned near a glass-top table with a glowing fire feature. The background showcases serene water views, surrounded by palm trees and residential homes, under a colorful sunset sky.

Home in Holmes Beach

Waterfront, Heated Pool & Spa, 4 min Walk to Beach

Escape to The Blue Ark, a luxurious 3-story haven inspired by Noah’s Ark. Families will love this peaceful retreat, blending luxury and comfort. Take in stunning views of the island’s only natural lagoon, complete with manatee and dolphin sightings. Unwind by the private pool and spa, fish from the dock, or take a leisurely beach stroll. End the day with a drink at the fire pit on the top deck, watching the sunset. This Blue Ark has an elevator, 3 bedrooms, 4.5 bathrooms, and extra kids’ rooms.

4.99 out of 5 average rating, 68 reviews

A serene backyard pool area is framed by lush palm trees, creating a tropical oasis. A semi-circular seating area under a Tiki umbrella provides a shaded spot next to the pool. Adjacent seating and a grill enhance this inviting outdoor space.

Cottage in Holmes Beach

Brand New Remodeled Villa + Large Private Pool!

Remodeled cottage with a lush tropical backyard, which boasts a Private Heated pool with Waterfall and Swim-up Tiki Table, turf putting green ,Weber Grill, patio bar with 55” Outdoor Smart TV! Calypso is outfitted with a cozy Coastal decor, you feel that vacation vibe as soon as you walk in the door. The kitchen offers quartz countertops with Stainless Steel appliances. Both bedrooms have King size beds, living room has a queen sleep sofa. All furniture was brand new in December of 2024

The backyard features a saltwater pool surrounded by artificial turf, creating a refreshing oasis. Sunlight brightens the outdoor space, accentuated by lush tropical landscaping. The elevated home showcases multiple balconies, while palm trees lend to the coastal atmosphere of the property.

4.92 out of 5 average rating, 12 reviews

Bayfront Beach access with Heated Pool!

Our modern yet beachy retreat is the perfect oasis on the North end of Anna Maria Island w/breathtaking panoramic views of Tampa Bay & the iconic Skyway Bridge. The backyard oasis features a refreshing saltwater pool & fully fenced backyard, complete w/artificial turf & outdoor shower. Just steps away, you'll find full access to a stunning white sandy beach & the crystal-clear waters of Tampa Bay! Conveniences have been carefully considered, creating the most ideal vacation destination!

A lagoon-style pool is surrounded by a patio featuring lounge chairs and an umbrella, offering a shaded spot for relaxation. Lush palm trees line the space, and the elevated home is visible in the background, completing the serene outdoor setting.

4.9 out of 5 average rating, 59 reviews

Island in the Sun, luxury beach house,private pool

WELCOME to Island in the Sun this newly renovated home on AMI offers charm, comfort, and luxury. No damage from hurricane Helene or Milton. This Anna Maria Island vacation rental is located just one block south of Pine Ave and just a few flip flop steps away from the City Pier Bay Beach and the popular restaurant - The Waterfront. The City Pier Bay Beach offers narrow white sand beaches, views of the of the City Pier, the Skyway Bridge and the boats traveling back and forth in Anna ...

Four colorful Adirondack chairs are arranged on a grassy area, facing the ocean. A small table is positioned between the chairs, with the blue skies and calm waters visible in the background.

5 out of 5 average rating, 6 reviews

Casa Cay by Duncan Real Estate

Welcome to Casa Cay! This Bay front pool home on Anna Maria Island is an absolute paradise! With its prime location on the North end with stunning views of the bay and the Sunshine Skyway Bridge, and direct access to a private bay beach, it offers the quintessential Island experience. The layout of the house, featuring three bedrooms and three bathrooms, including two suites with Ensuite bathrooms, is perfect for families or groups of friends looking for comfort and privacy.

Superhost

A spacious kitchen is highlighted by modern appliances and a large island with seating for four. White cabinetry and light countertops create a bright atmosphere, while two pendant lights hang above the island. Large windows allow natural light to fill the room.

Home in Holmes Beach

5 out of 5 average rating, 4 reviews

Luxury Home•1 Block to Gulf•Sunsets & Beach Walks!

Welcome to 203 By the Sea your beach getaway on Anna Maria Island. Step into a bright home with vaulted ceilings & luxury coastal charm. Relax in the outdoor living room, sip coffee on the deck, or stroll a block to the beach. After a day of sun-kissed skin and sandy toes, use the outdoor shower to cool off and then wind down with a game or movie. With a stocked kitchen, beverage center and beach essentials, you have everything you need to relax & make unforgettable memories.

The outdoor area features a spacious pool and a separate spa, surrounded by manicured gardens and palm trees. A covered lanai with steps leads to the upper level of the home, which includes expansive sliding glass doors inviting natural light into the interior.

4.94 out of 5 average rating, 18 reviews

Ocean Air Oasis-New Centrally Located AMI Luxury

Immerse yourself in coastal luxury at this exceptional 3-bedroom, 2.5-bathroom custom home, where opulent high-end finishes and stunning pecky cypress floors adorn every nook. Revel in the impeccable features, including Sub-Zero and Wolf appliances, marble countertops, Shaw’s sinks, and exquisite custom woodworking, all bathed in abundant natural light. This delightful space offers panoramic views of the lavish backyard, complete with a heated pool and spa.

A private pool is surrounded by a tropical landscape, featuring palm trees and vibrant plants. The clear water reflects the blue sky, and a spacious deck with paver stones offers a welcoming area for relaxation. A canal can be seen in the background.

4.94 out of 5 average rating, 179 reviews

Discount 33% June 3-Day and July 4-Day w/Dock-Pool

* It doesn't get much better than being right on the water, located on a wide canal, and ½ block from the beach. * Enjoy the large 16' x 30' private pool in a picturesque tropical landscape along with a 30' fishing/boat dock. * Within walking distance of Pine Avenue, City Pier, Two Scoops, Waterfront Restaurant, Galati's Marina, and Island Ocean Star Restaurant. *Less than a 3 minute walk to Bay Beach and a 15 minute walk to Bean Point.

A serene canal view is presented, showcasing calm water reflecting vibrant hues of sunset. Lush palm trees and greenery border the serene setting, complemented by a wooden dock extending into the water. The peaceful ambiance invites relaxation and enjoyment of nature.

5 out of 5 average rating, 21 reviews

Heavenly Hideaway, 3 bdrm, 5 minute walk to beach

Welcome to Heavenly Hideaway, a beautiful canal-front vacation home located just a few blocks from the beach. With 3 bedrooms and 3 bathrooms, this home is perfect for families and friends seeking an unforgettable getaway on Anna Maria Island. This retreat offers luxury and comfort, close to attractions, shops, and dining. Enjoy a serene outdoor oasis with a private heated pool, a private dock on a canal, and a fire pit for smores.

5 out of 5 average rating, 33 reviews

A cozy master bedroom features a spacious bed adorned with soft linens and decorative pillows. Two bedside tables with lamps flank the bed, and artwork of serene coastal views is displayed above. Light is provided by inset ceiling fixtures, enhancing the calming atmosphere.

Guesthouse in Anna Maria

The Boathouse

Would you like to feel like you are sleeping in a tree house with all the luxuries and comfort of a high end hotel? Then welcome to our brand new guest house, which accommodates a maximum of two guests and is a completely private tropical oasis. Standing on the edge of Lake LaVista, surrounded by tropical palms where you have use of the private and beautiful pool which we heat during the winter months.

A heated saltwater pool is surrounded by a natural stone deck. A shaded patio area with a wooden dining table awaits outdoor meals, while lounge chairs rest nearby. Lush tropical landscaping offers a private, serene atmosphere, enhanced by a clear blue sky.