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Villas Anna Maria Island

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52 villas

Cozy Cabana West - Private Pool - Close to Beach

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Travelers’ Choice award

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Price per night from

$207

3A Villa's on Anna Maria Island

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 20 minutes

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$150

Piece of Paradise on Beautiful Anna Maria Island VRC 20-000087

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 4

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$147

Stunning luxury beachfront house with pool and spa

Anna Maria villa

4 bedrooms / 5 bathrooms / sleeps 8

“Great Accommodations” Hi Nigel and Maggie. We have enjoyed your place 3 weeks this year. Had one week in January and the other 2 in Feb/Mar. We could hardly wait to go back after our first week. The property manager was attentive and offered his help for anything we needed. We loved the house, especially the elevator when I arrived alone with all the luggage and groceries. Life saver! The views are spectacular and the privacy was especially nice too. The house is among other homes but still private at the same time. We especially loved the green space between the house and the beach......rustic and natural. If I don't get my husband to build me a house like this, we will be back!!!

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$802

3B Villas on Anna Maria Island Two Bedroom

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

“Vacation” Nice quiet clean and had everything we needed we had a wonderful time and the beach is only a block away

Responds fast! avg. 2 hours 38 minutes

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$195

1A Villas on Anna Maria Island One bedroom

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

“Cute cottage.” Close to the beach, unit 1a had everything we needed. It had a comfortable king bed, small kitchen and internet connection. It was a great choice for us!!! Great value for the price.

Responds fast! avg. 3 hours 20 minutes

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$150

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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$413

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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$409

7 Doors Down

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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$274

1 Step Closer

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 3 hours 3 minutes

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$264

2812 N-FINS TO THE RIGHT

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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$381

2810 AVENUE E- NORTH SIDE

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 3 minutes

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$266

SANDPAIL 203 71ST ST WEST

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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$248

2812 S-FINS TO THE LEFT

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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Price per night from

$399

Beach Breeze Hideaway

Anna Maria villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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$192

Sapphire Beach House

Holmes Beach villa

3 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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$293

Beach N Bay

Anna Maria villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 53 minutes

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$274

Minnow 2

Anna Maria villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 3 hours 3 minutes

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$169

Beach Dreams " Sweet Dreams Villa"

Anna Maria Island villa

2 bedrooms / 2 bathrooms / sleeps 5

Responds fast! avg. 3 hours 14 minutes

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$304

Beach House on Anna Maria Island-Rental Openings

Holmes Beach villa

3 bedrooms / 3 bathrooms / sleeps 6

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$457

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

4 bedrooms / 4 bathrooms / sleeps 12

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$452

SUMMER HOUSE B NEW VILLA BY THE BEACH!

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 48 minutes

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$194

Beach Walk #3 Beach side Villa

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 4

Responds fast! avg. 48 minutes

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$169

Beach Walk #2 Beach side Villa

Holmes Beach villa

1 bedroom / 1 bathroom / sleeps 2

Responds fast! avg. 48 minutes

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$157

SAND DOLLAR BEACH SIDE VILLA

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 48 minutes

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$194

SUMMER HOUSE #A VILLA BY THE BEACH!

Holmes Beach villa

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 48 minutes

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$211

PALM HAVEN BEACH SIDE VILLA

Holmes Beach villa

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 48 minutes

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$194

Chic on the Beach Unit B

Holmes Beach villa

2 bedrooms / 3 bathrooms / sleeps 4

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Price per night from

$327

Great rentals within 20 miles that match your search

cozy two bedroom unit

St. Petersburg villa

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 14 minutes

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Price per night from

$77

Villa FloridaDream, Exclusive Florida Villa in Strandnähe mit Pool in Bradenton

Bradenton villa

4 bedrooms / 2 bathrooms / sleeps 8

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$184

Waterfront with a private beach

St. Petersburg villa

1 bedroom / 1 bathroom / sleeps 4

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Price per night from

$116

Sarasota Villa

Sarasota villa

3 bedrooms / 2 bathrooms / sleeps 6

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$122

Peaceful 3 bedroom pool villa with lake view

Bradenton villa

3 bedrooms / 2 bathrooms / sleeps 6

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$168

Direct Beachfront on Serene Gulf of Mexico, Amazing View, Family Friendly

Longboat Key villa

2 bedrooms / 2 bathrooms / sleeps 6

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$476

Serene Sarasota Getaway near shopping and golfing.

Fruitville villa

3 bedrooms / 2 bathrooms / sleeps 6

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$114

Sunrise Key

Oneco villa

4 bedrooms / 2 bathrooms / sleeps 8

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$215

Modern 3 bedroom pool villa with lake view and spa

Bradenton villa

3 bedrooms / 2 bathrooms / sleeps 6

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$170

4 bedroom pool villa with great lakeview - bird lovers dream

Bradenton villa

4 bedrooms / 2 bathrooms / sleeps 8

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Price per night from

$210

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villas in Anna Maria Island

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