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Vacation Rentals & Beach Rentals in Anna Maria Island

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362 beach rentals

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Travelers’ Choice award

Match: Private outdoor pool (heated)

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Price per night from

$208

Dolphin Pointe (North End of AMI!)

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 46 minutes

Match: Private outdoor pool (heated)

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Price per night from

$361

AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$173

Gorgeous views,spectacular home!

Anna Maria house

5 bedrooms / 3 bathrooms / sleeps 12

“Majestic Views” Our family loved our visit to Anna Maria. The house is gorgeous and spacious. My kids enjoyed the pool and eating outside. We hope to return in the near future.

Responds fast! avg. 2 hours 13 minutes

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Price per night from

$516

Blue Heron Waterfront House Anna Maria island

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 13 minutes

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Price per night from

$444

Longboat Key Waterfront Home with Private Enclosed Pool & Spa | Near Beach

Bradenton Beach house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$348

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

3 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 22 minutes

Match: Private outdoor pool (heated)

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Price per night from

$447

A Pearl of a Beach Home - now with luxury Saltwater heated pool and hot tub

Holmes Beach house

3 bedrooms / 3 bathrooms / sleeps 6

“out standing place to stay” I would/will stay here again when we come back down. Everything is top notch and the home has everything you need. We enjoyed the pool and hot tube, used it every night. Mike and Lesley are very easy to work with and do anything to make things go smoothly.

Responds fast! avg. 1 hour 44 minutes

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Price per night from

$314

Anna Maria Island Beach Palms 5B

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$155

PARADISIAC ENCLAVE 5* Waterfront Canal Pool Home-Dock/Kayak/Bikes/Family fun

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$367

Sand Castle well appointed home steps from beaches

Anna Maria house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 13 minutes

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Price per night from

$513

Anna Maria Island Stunning Waterfront home

Anna Maria Island house

3 bedrooms / 2 bathrooms / sleeps 7

“Fantastic accommodations and hosts!” As others have stated, the pictures do not do this home justice! The common space is allocated in such a way that there are four different conversational areas and an office! This was a working vacation for me and I sincerely enjoyed working from the indoor office area or poolside. I cannot say enough about the attentiveness and graciousness of our hosts, the Greenfelders. From the time I spoke with Gail to make the reservation, I knew we would be instant friends. My feelings were confirmed upon meeting her in person. My husband and I enjoyed a wonderful social evening with Glen and Gail during our visit and every concern we had while staying at the house was addressed in a timely fashion to our complete satisfaction. I don't really want others to know about this home as I'd like to keep it for our own personal jewel, but I guess that wouldn't be fair...so rent this house!

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$287

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

2 bedrooms / 3 bathrooms / sleeps 6

“Great place, great location, great vacation” We stay at Anna Maria for 12 days and if we could we would be there for 12 years. Awesome place and great host. Everything was ready for us. Only high marks. Thanks

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Price per night from

$329

Anna Maria Island Beach Sands

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 5

“Paradise” We loved this place, felt right at home the minute we walked in the door. Had a view minor problems and the service to deal with them was awesome. Thanks Terry for a great experience, being our first time here on anna Maria Island. If we didn't need the extra bedroom, we would have booked for next yr. Location~~!! wow, close to great restaurants Love the view...can't say enough of the sunsets and of course the dolphins, got chills every time I seen them, almost daily...first class...thanks...

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Price per night from

$203

Anna Maria Island Beach Palms 7A

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$146

Anna Maria Island Beach Sands 201

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$203

Anna Maria Island Beach Paradise 6

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$164

Contemporary Beach House, Very Private Yard & Pool - 1.5 Blocks to Beach

Holmes Beach house

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 32 minutes

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Price per night from

$201

Anna Maria Island Beach View 207

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$140

Mintfish, beautiful views across Bimini Bay! 4-Bed

Anna Maria Island villa

4 bedrooms / 4 bathrooms / sleeps 8

“Great View!” The best thing about this home is it's location on Bimini Bay. Beautiful pool and view out over the bay. The home is decorated in a happy motif, although the beds were deemed hard as boxes by a couple of our guests. Kitchen is sufficient for cooking basics, and has nice appliances. Overall a nice stay on a quiet, north end spot of the island.

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Price per night from

$417

Anna Maria Island Absolute Anna Maria-Private Beach Access-Heated Pool-Wi-Fi

Anna Maria Island apartment

2 bedrooms / 2 bathrooms / sleeps 5

“A little gem” Lovely condo, great views and ideally situated for restaurants and shopping (all within walking distance). Would definitely come back again.

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Price per night from

$196

Honeyfish, stunning views across Bimimi Bay!

Anna Maria Island villa

4 bedrooms / 4 bathrooms / sleeps 8

“Best rental on AMI” This is a classy place to stay. Situated toward the north end of the island at the extreme end of the cul-de-sac that is Tarpon Street, this property could not be better sited as a base to explore and enjoy Anna Maria Isand. Within a 4-5 minute bike ride are gulf side beaches, the Sandbar beach restaurant (have dinner watching the sun go down at a table with your toes in the sand while having great food), City Pier, Ginny & Jane's for breakfast, Beach Bums for all rentals needs (kayaks, paddleboards, Bikes etc.), the general store for food (check out their cuban sandwiches), beers and wines, as well as a host of boutique shops. The Rod n Reel Pier (my favourite) is a little further but has a great little bar and a restaurant that you have to try out. Draft Budweiser is $1.50 and comes in a plastic cup so you can take it outside to watch the fish swim under the pier and the pelicans dive for food. Honeyfish is a canal facing property at the end of Tarpon Street so no through traffic by car, bike or on foot. Very private. Not only is it canal facing - it has what has to be the best canal view possible with far reaching views over Bimini Bay rather than simply looking at another house over a canalway. The house is large, with 4 bedrooms and 4 bathrooms. Furnishings and fittings are of a very high standard and enhance the luxury feel of the place. Equipment such as televisions, sound systems, kitchen aids and washing facilities are all excellent. On arrival, the great room comprising kitchen, dining and living rooms seemed much larger than the photographs on the rental company website. Outside there is a large canal facing deck with ample seating. To the side is a large swimming pool which is screened in from view from the canal for privacy. If it gets a little hot at the beach, then head back to the house and jump in the pool to cool off for a while. From the dock or even from the sofas in the living room, watch the wildlife over Bimini Bay. Exotic birdlife, jumping fish and dolphins were all frequent visitors. This is a gem of a place. A truly relaxing environment in a quality setting. It may not be a cheap place to stay but I would recommend pushing the boat out. Having THAT view in THAT location made all the difference to our holiday. There are cheaper places to stay for sure but there is only one Honeyfish. You will not be disappointed. I would return in a heartbeat and would recommend it to anyone as an ideal vacation base on a wonderful holiday island.

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Price per night from

$414

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$135

Coastal Paradise! 5 mi to beaches! Heated Pool! Sleep up to 14

Bradenton Beach house

4 bedrooms / 3 bathrooms / sleeps 12

Responds fast! avg. 6 minutes

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Price per night from

$627

Anna Maria Island Beach View 208

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 4

Match: Private outdoor pool (heated)

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Price per night from

$140

Anna Maria Island Runaway Tropical Escape

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$136

Anna Maria Island Bay Watch Bungalow

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 5

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Price per night from

$150

Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

2 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$358

Adorable, Affordable, Comfortable, Florida Cottage, GREAT Location With Pool

Holmes Beach house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$219

Anna Maria Island Beach Paradise 5

Holmes Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$164

Anna Maria Island Beach Palms 2B

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$173

Plumfish, located on the Hammock Bayou. Beautiful!

Anna Maria Island house

3 bedrooms / 2 bathrooms / sleeps 8

“Plumfish is a great place to relax and enjoy anna Maria Island” Four phrases that would describe Plumfish are "very private and quiet" "extremely clean" "spacious and well decorated" and "convenient location" We enjoyed the heated pool and scenic dock. We were impressed with the great kitchen and bathrooms. We liked Plumfish so much we've already made arrangements to return next year.

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Price per night from

$225

Limefish, spectacular beachfront location!

Anna Maria Island house

3 bedrooms / 3 bathrooms / sleeps 8

“Grand getaway for Yaya and her kids and grandbabies!” We stayed a week at the beginning of September and loved everything about the place. Megan at Sato Realty is the best! once you have groceries in, you never have to leave, or get back in the car! Everything a beachfront paradise should have. My psychiatrist recommends aMI every 3 months!!!

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Price per night from

$585

Anna Maria Island Beach Paradise 10

Holmes Beach studio

Studio / 1 bathroom / sleeps 2

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Price per night from

$199

Anna Maria Island Beach Bay Breeze

Bradenton Beach condo

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$136

Anna Maria Island Beach Palace

Bradenton Beach house

4 bedrooms / 3 bathrooms / sleeps 8

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Price per night from

$473

Anna Maria Island Beach Palms 2A

Bradenton Beach apartment

2 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$147

505 Waterfront Paradise

Anna Maria Island house

3 bedrooms / 2 bathrooms / sleeps 6

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Price per night from

$360

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