Vacation rentals in Bimini Bay

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Top-rated vacation rentals in Bimini Bay

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Top guest favorite
The outdoor area features a tropical garden surrounding a saltwater pool. Lounge chairs in mint green are positioned nearby, with a table and umbrella offering shade. Lush palm trees and vibrant foliage create a secluded and inviting atmosphere.
Home in St. Petersburg
4.99 out of 5 average rating, 94 reviews

Pet Friendly Pool Oasis St Pete/Gulfport

Exceptionally private artist's home with a salt pool ( not heated) in a tropical landscaped fenced backyard and a large screened porch, surrounded by palm trees. 10 mns to St Pete beach , Treasure Island, Sunset beach or downtown St Petersburg. 5 mns to the old Florida downtown Gulfport and one block to pinellas trail. Our Eco and pet friendly ,(only green cleaning products and no pesticides) 1400 sqft home ( plus the 300 sqft porch) home is in a safe residential area, close to everything.

Top guest favorite
The private saltwater pool is surrounded by lush palm trees, providing a serene atmosphere. A swim-up table is visible in the water, along with a shallow sunning shelf. A spacious wrap-around deck features a dining area and comfortable lounge chairs, ideal for relaxation.
Home in Anna Maria
5 out of 5 average rating, 53 reviews

༄ Sunset Shore on Anna Maria Island ༄

Welcome to the perfect Anna Maria Island home on prestigious North Shore Drive. Overlooking a canal lake, Sunset Shore offers a serene escape just 2 blocks from the Gulf's legendary white sand beaches and steps away from Pine Ave's vibrant shops and restaurants. Explore the island easily with the nearby free AMI trolley, connecting you to the City Pier, all the way south on the island to Coquina Beach, and all attractions in between. It's a perfect blend of coastal relaxation and convenience!

Guest favorite
A serene pool area features a crystal-clear pool with built-in spa, surrounded by sun loungers. Lush palm trees line the water's edge, providing shade. The view includes a deep water canal flanked by tropical landscaping and modern homes, under a bright blue sky.
Home in Anna Maria
4.9 out of 5 average rating, 87 reviews

AMI Boathouse

Welcome to AMI Boathouse! At AMI Boathouse you have so many amenities to enjoy. 3 Bedrooms, 2 bathrooms with 5 beds for all your sleeping needs. An exquisite pool that sits just steps to a deep water canal. Bring your boat, kayak, paddle board to enjoy the 55’ dock. Watch the birds, manatee from the dock. Over 1,000 square feet of covered outdoor patios gives you so many options to enjoy the views! A short 200 step walk to beautiful Tampa Bay waters. This home is designed to relax!

Guest favorite
A heated pool is surrounded by a paved patio and lush tropical landscaping. Comfortable seating under an umbrella is positioned nearby, creating a relaxing outdoor space. The building above features a balcony, adding a vertical dimension to the inviting environment.
Condo in Holmes Beach
4.87 out of 5 average rating, 131 reviews

Steps from the beach

Perfect place to put your feet up and relax! One of four units in the condo gives your getaway a private feeling where you don't share the heated pool with many others, on a dead end road. The only unit overlooking the pool from the master bedroom. You'll be just one block from the beach making it tempting to go multiple times a day! The clean, modern decor makes it a great place for both short and long term visitors. Just a nature trail away from a grocery store, shops and restaurants.

Top guest favorite
Cottage in Anna Maria
4.97 out of 5 average rating, 30 reviews

Starfish cottage w/heated pool in PRIME location

Welcome to an old Florida 'The Starfish Cottage" . Enjoy the private heated pool with lush tropical setting. Inside you'll find an open concept living space where dining area, kitchen and living room have been newly furnished with luxurious deep seat couches and lounge chairs, hardwood floors add to the charm. Fresh linens, bath and beach towels are provided along with basic toiletries. Decor has been collected over time and obtained from local artists for a unique old Florida style.

Superhost
Home in Anna Maria
4.5 out of 5 average rating, 10 reviews

Canal Front - Going Coastal by SeaBreeze Vacation

NEWLY RENOVATED! Going Coastal is a 2 bedroom/2 bathroom home located on the north end of Anna Maria Island. This ground level canal front home has everything you need to make this your best Anna Maria Island vacation ever. This home offers a private heated pool overlooking the mangroves and canal, private boat deck, spacious screened lanai and so much more. Not to mention its incredible location. It’s just a short walk away from the Bayfront Park and the historic Rod and Reel Pier.

Guest favorite
A charming cottage is set against a vibrant blue exterior, featuring a thatched umbrella over a small outdoor seating area with four chairs. Lush green shrubs and sandy pathways enhance the inviting entrance, while palm trees are visible in the background under clear blue skies.
Bungalow in Anna Maria
4.88 out of 5 average rating, 178 reviews

Bay Breeze Cottages #2

Bay Breeze Cottages is an Old Florida Charm Boutique Resort located on historic Anna Maria Island. Bask in the endless sun all year long, take a swim in our private heated pool with your favorite beverage, or head out anywhere on the island in our street legal gas powered golf carts to any of the local restaurants, piers, sand white sand beaches, and all other attractions the island has to offer. Come enjoy your own slice of paradise at Bay Breeze Cottages on Anna Maria Island.

Top guest favorite
A light-filled living area features a comfortable, neutral-toned sofa adorned with textured pillows. A wooden coffee table rests on warm-toned flooring. The space includes a cozy lamp and a small dining area with two stools, complemented by natural decor elements on the walls.
Home in Holmes Beach
5 out of 5 average rating, 13 reviews

Charming houseB 2 min walk to beach, 4+, baby pets

Modern & comfortable 2-bedroom, 2-bathroom stay is a short couple minute walk to the white sand beach of Anna Maria Island. The fully equipped kitchen has modern appliances, and the open layout provides plenty of space to relax. Step outside onto private outdoor space to enjoy a morning coffee, sit and relax, or grill! Newly outfitted for the 2025 season, with brand-new furnishings, linens, and everything you need for a comfortable stay. Side-by-Side Units – Book One or Both!

Top guest favorite
The exterior of the duplex displays a light green façade, framed by palm trees and tropical plants. Two white adirondack chairs are arranged on a stone pathway, leading to the entrance. A decorative element with fish artwork is mounted on the wall near the entrance.
Home in Holmes Beach
4.9 out of 5 average rating, 21 reviews

Blue Bungalow A

Island duplex - Side A only. Our home is great for both beach & AMI lovers who don't mind not having a pool. The unit is a 2 bedroom-2 full bath; and walkable to beach (3 blocks), Holmes Beach city center restaurants, bars and shops (3 blocks) and the free island trolley (1 block). Anna Maria Island is roughly 7 miles long and crazily enough divided into 3 cities: Bradenton Beach, Holmes Beach & Anna Maria; Holmes Beach is central.

Top guest favorite
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.
Home in Anna Maria
5 out of 5 average rating, 45 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.

Superhost
A panoramic view showcases the beach and Gulf of Mexico through a large window. Soft blue waves lap against the shore, with sandy beach in the foreground. Outdoor figures can be seen enjoying the beach, creating a tranquil seaside atmosphere.
Condo in Bradenton Beach
4.79 out of 5 average rating, 33 reviews

AMI Bridgeport 202 -Beach View Retreat+Resort Pool

Perfect location next to Beach+Restaurants+Bridge Street+Free Trolley with Large Heated Pool!! Relax... Add Bridgeport 203 + 207 + 111 just down the hall! Head out to white powder sand beach. Enjoy a dip in large pool. Watch sunset into sea from the beach or living room or master bedroom or lanai's open-air patio. End perfect day w/ walk across street to BeachHouse Rest. or couple blocks to "Hot spot" Bridge Street dinner!

Superhost
Home in Holmes Beach
4.75 out of 5 average rating, 4 reviews

Paradise Palms by Duncan Real Estate

Welcome to Paradise Palms! Casual and beachy this three-bedroom duplex with a private, heated pool and close proximity to the beach is the perfect choice for vacationers to relax and unwind when visiting Anna Maria Island. Your favorite dog is also invited for a small pet fee (50 lbs. max, please!). Paradise Palms is located two blocks from the powdery sand on Holmes Beach - so close you'll never miss a sunset.

Popular amenities for Bimini Bay vacation rentals

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  4. Manatee County
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