Vacation rentals in Bimini Bay

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Top-rated vacation rentals in Bimini Bay

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Guest favorite

Home in Anna Maria

4.93 out of 5 average rating, 152 reviews

Private 30' Pool and Boat Dock - Rated best on AMI

* 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. * There's no better way to unwind and forget all your troubles than staying at Sunshine Cottage, located in the City of Anna Maria!

Nov 6 – 13

G$110,815 GYD per night

Guest favorite

Apartment in Anna Maria

5.0 out of 5 average rating, 7 reviews

Canal front 1 BR on Pine Ave

This cute 1 Bedroom / 1 Bath efficiency is canal front and right in the heart of Pine Ave, on the North end of Anna Maria city. So many boutiques, stores, a small grocery store, ice cream shops and more along this very short 0.6 mile avenue!! Turn left and run into Tampa Bay and the Anna Maria City Pier or turn right and fall into the Gulf of Mexico. It is a very active area, including the Anna Maria Island Historical Society and the Old City Jail. 21 years or older- ID may be requested.

Oct 9 – 16

G$43,347 GYD per night

Guest favorite

Condo in Tierra Verde

4.96 out of 5 average rating, 236 reviews

Natural Beauty on Tierra Verde, Waterfront Condo

Feels like the Florida Keys! Fully renovated & well appointed second floor, 1 bed, 1 bath condo in Holiday Island condo resort. The condo features a beautiful waterfront & pool view, tennis, bicycles, hot tub, dock with grills, gym, and more. Remodeled in 2015 the condo features a fully equipped kitchen, Keurig coffee maker, beautiful views from the living room, dining room, kitchen, balcony. Walking distance to many local restaurants & minutes away from St. Pete Beach & Fort DeSoto.

Nov 1 – 8

G$27,312 GYD per night

Guest favorite

Condo in Holmes Beach

4.96 out of 5 average rating, 47 reviews

Island Beach Paradise, Close to Everything, Bikes

This remodeled condo is in the ideal location for your Anna Maria Island getaway. Award winning restaurants, great shopping and a marina are right out your door. The world famous beach on the Gulf of Mexico is three blocks away. Bikes, beach cart, beach supplies are provided. The expansive park across the street has tennis, pickleball, basketball, skate park, playground, dog park, boat & kayak launch ramp. Relax on your deck and enjoy a coffee & the beach breeze through the palm trees.

Oct 24 – 31

G$33,491 GYD per night

Guest favorite

Guest suite in Bradenton

4.98 out of 5 average rating, 124 reviews

Pineapple Suite: spacious, private, great location

Come stay in our "Pineapple Suite" where you'll enjoy our cozy, private suite within our family home. In your suite, you'll have your own bedroom, bathroom & family room with kitchenette. We're in a very safe neighborhood and perfectly located near many outdoor attractions! The beaches, kayaking, biking, & hiking are all within minutes of our home! You're a 12-min drive to Anna Maria Island, 5-min to Robinson Preserve, 15 min to IMG, & only 30 min to SRQ. Check out my 5-star reviews!

Jan 4 – 11

G$19,202 GYD per night

Guest favorite

Apartment in Anna Maria

4.98 out of 5 average rating, 103 reviews

Beach Don't Kill My Vibe by Beach Boutique Rentals

*Features include* * Brand new vacation rental directly on Pine Ave! * King bedroom with TV * Queen bedroom with TV * Modern bathroom with walk in shower * Kitchenette with Full size refrigerator * Private deck with table and umbrella * Private back yard with putting green and outdoor seating * Trolley stop across the street * Steps to the beach! * Walkable to all shops and restaurants on Pine Avenue * Beach chairs, umbrella and cart * Off-street parking for one vehicle

Oct 14 – 21

G$98,424 GYD per night

Guest favorite

Bungalow in Anna Maria

4.88 out of 5 average rating, 120 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.

Dec 6 – 13

G$61,337 GYD per night

Guest favorite

Condo in Holmes Beach

4.96 out of 5 average rating, 116 reviews

Beautiful beachfront condo for perfect vacation

Beautiful, cozy, elegantly furnished, spacious (1350 sqf with a large terrace), beachfront, 2 bedroom - 2 bathroom condominium, in the best managed, boutique-style gulf front residential complex on Anna Maria Island in Florida for an ideal vacation. Heated pool and hot tub, 2 tennis courts, 2 elevators, top floor unit, high speed internet, washer/dryer in unit, beach chairs, close to supermarket (Publix) and restaurants, free island trolley, rich cultural life.

Jul 20 – 27

G$53,309 GYD per night

Guest favorite

Guest suite in Bradenton

4.97 out of 5 average rating, 120 reviews

Florida West Coast Get-Away

Enjoy Florida's beautiful West Coast in your own cozy, private apartment . One bedroom, living room, kitchenette with breakfast bar, attached bath with shower. Central air and heat. Free wi-fi. Private drive and gated entrance. Everything you will need is here just waiting for your arrival. You'll find this a beautiful place near everything you will need to enjoy your Florida vacation. Not available for guests with infants.

Jun 20 – 27

G$15,850 GYD per night

Guest favorite

Guest suite in Bradenton

5.0 out of 5 average rating, 187 reviews

Off Anna Maria Island ~10min to beach w/salt pool

Stay close to the beach and like a local at Off Anna Maria, a cozy, private guest suite attached to our home with separate entrance, saltwater pool, and shaded outdoor patio. Located ~10 mins from Anna Maria Island, 45 mins from Siesta Key, 1 hr from Tampa in a quiet suburban neighborhood. Your interior space is completely separate from ours. The pool and patio are shared with us. *Travel time estimates depend on traffic.

Jul 14 – 21

G$25,185 GYD per night

Guest favorite

Cottage in Anna Maria

4.98 out of 5 average rating, 207 reviews

Turtle Cottage - Anna Maria Island

Great 1 bedroom, 1 bathroom cottage on the quiet north end of the island. The house is conveniently located and within walking distance (two short blocks) to the beach and close to the intersection of Gladiolus Street/Alamanda Road. Spectacular sunrises are just a short walk away at the Rod and Reel Pier, and the sunsets at Bean Point Beach are second to none, just a few blocks away. This great getaway sleeps up to 4.

Oct 5 – 12

G$76,042 GYD per night

Guest favorite

Home in Anna Maria

5.0 out of 5 average rating, 20 reviews

Stunning new 4 bed/4.5 bath home with heated pool

Tucked among swaying palm trees on the coveted northern end of Anna Maria Island Marina Magic is no ordinary vacation rental but rather a spacious and meticulously designed and decorated home where attention to detail is evident throughout. Neutral tones, clean lines, vaulted ceilings, accent walls and stunning floors throughout are just some of the features that make this stylish home so exceptional.

Oct 14 – 21

G$232,780 GYD per night