Anna Maria Vacation Rentals, Beach Rentals & More


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Areas near Anna Maria

Travelers going to Anna Maria are booking December dates now. Secure your vacation rental today and have the perfect trip.

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Ocean View 3 bedroom, pool, North Shore Drive

  • 3
  • 6
  • Min stay varies

$178

Details

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742 Jacaranda Rd

  • 3
  • 6
  • 7 nights min

$325

Details

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Gorgeous views,spectacular home!

  • 5
  • 12
  • Min stay varies

$290

Details

1
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116 Maple Breeze

  • 4
  • 7
  • 7 nights min

$229

Details

6
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Blue Heron Waterfront House Anna Maria island

  • 3
  • 6
  • Min stay varies

$269

Details

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Pelican Roost 505

  • 5
  • 10
  • Min stay varies

$600

Details

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Crescent Wave

  • 4
  • 8
  • Min stay varies

$225

Details

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Sand Castle well appointed home steps from beaches

  • 3
  • 8
  • Min stay varies

$289

Details

10
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4 bed luxury upscale executive waterfront home

  • 4
  • 8
  • 7 nights min

$315

Details

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Anna Maria's Best

  • 4
  • 8
  • 7 nights min

$642

Details

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Casa Palma

  • 3
  • 8
  • 7 nights min

$171

Details

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Anna Maria Island Tropical getaway,Castvilla #1 Ground floor Retreat

  • 2
  • 6
  • Min stay varies

$145

Details

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Beach Walk: 2BR Family-Friendly Pool Home on Canal

  • 2
  • 4
  • 7 nights min

$182

Details

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Dolphin Pointe

  • 3
  • 8
  • Min stay varies

$300

Details

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Brand New Renovation Sea Waves Cottage

  • 3
  • 6
  • Min stay varies

$169

Details

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Northshore5 Bedroom+Den Luxury Villa Heated Pool

  • 5
  • 16
  • Min stay varies

$699

Details

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Enchanted Cottage: 2BR Pet-Friendly Cottage

  • 2
  • 3
  • Min stay varies

$107

Details

11
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Mangoes on Magnolia: 3BR Classic Beach Home w/Pool

  • 3
  • 8
  • Min stay varies

$189

Details

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Anna Maria Island "High End" Vacation Rental

  • 2
  • 6
  • 7 nights min

$285

Details

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Flamingo House: 1BR Elderly-Friendly Steps From Beach

  • 1
  • 2
  • Min stay varies

$100

Details

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Wave Crest: 3BR Gulf-Front Beachfront Cottage

  • 3
  • 6
  • 7 nights min

$400

Details

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A Mermaid's Lair

  • 2
  • 4
  • 7 nights min

$171

Details

6
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Island Oasis: 2BR Canal Home with Pool & Dock

  • 2
  • 6
  • 7 nights min

$172

Details

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Bean Point Beach Cottage

  • 3
  • 6
  • 7 nights min

$257

Details

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Salt Box Cottage

  • 2
  • 4
  • Min stay varies

$140

Details

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Jacaranda Artist Retreat

  • 3
  • 6
  • 30 nights min

$112

Details

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Tequila Sunset: 2BR Pet-Friendly with Heated Pool

  • 2
  • 4
  • 7 nights min

$142

Details

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Starfish Dreams: 2BR Canal Home w/Dock & Pool

  • 2
  • 6
  • 7 nights min

$200

Details

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A Place in Paradise A

  • 2
  • 6
  • Min stay varies

$122

Details

4
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Jewel of the Bay: 4BR INCREDIBLE Waterfront Home

  • 4
  • 8
  • 7 nights min

$685

Details

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Charming 2 Bedroom/2 Bath Cottage on a Canal

  • 2
  • 4
  • Min stay varies

$219

Details

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Bradley's Beach House: 4BR Pool Home Steps From Beach

  • 4
  • 8
  • 7 nights min

$335

Details

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Villa Marianne: 5BR Awesome Pool Home

  • 5
  • 10
  • 7 nights min

$285

Details

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Beachy Keen 408

  • 3
  • 6
  • Min stay varies

$275

Details

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A Place in Paradise B

  • 2
  • 6
  • Min stay varies

$122

Details

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Pineapple Cottage: 2BR Quaint Pet-Friendly Cottage

  • 2
  • 6
  • Min stay varies

$171

Details

Recent reviews for Anna Maria

"Absolutely wonderful!!"

Left on 03/19/2017 for a stay in February 2017
This house is even better than it looks in the pictures .... everything you might want or need while on vacation is provided. It was extremely clean, and the location is perfect. The center across the street is a real bonus with "snow bird" deals. The pool and backyard of this house are beautiful, with plenty of seating and heated pool. We had an issue with the heat in the pool and owner, Rick, responded asap and got it repaired the same afternoon. He then followed up to make sure everything was working. House is very well-stocked from the kitchen to the pool, with lots of beach equipment provided as well. And the two master suites on either end of the house are very convenient.

"Coastal heaven"

Left on 05/14/2017 for a stay in May 2017
Great Anna Maria location with the beach right at the end of your street. Adorable,spotless cottage. Nothing overlooked as far as comfort. We totally wanted to live there! Nice front and back porches, fenced yard. All the amenities you'do want indoors. Fab, comfy, living room furniture, and the bed was to die for. So soft! A really nice cottage to stay in. The only thing that would make me reconsider staying here again is the late check in time and very early (10 am) checkout. Otherwise, everything was truly perfect, and Tula from the rental company was very friendly and helpful.

"We love this house and Mark is wonderful!"

Left on 07/31/2016 for a stay in July 2016
The house and pool were clean with everything you need and the location was great too! Mark was very nice to deal with! I wish we could have met him personally!

"Great place for a family get together!"

Left on 06/25/2017 for a stay in June 2017
We rented the Nantucket to bring together my family, my brother's family and our parents. There's plenty of room and lots to do. The kids enjoyed the pool and game room, and the adults enjoyed all the various places to gather and visit! Troy, the owner, and Walter, the property manager, were available to answer questions and provide great advice about places to eat, shop and rent vacation items. The location of the house is great, close to just about everything. We will be back!

"Wonderful Vacation"

Left on 06/22/2017 for a stay in June 2017
I was so pleased with this rental. The location was ideal and the home in great shape. I loved that it came stocked with almost anything I could think to use while I stayed there, even plenty of beach towels. The home was neat and clean. I will definitely stay there again when given the chance.
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