Vacation Rentals & Beach Rentals in Anna Maria

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82 beach rentals

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Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Golf within 30mins drive Pets allowed

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Price per night from

$631

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.

Match: Golf within 30mins drive Pets allowed

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Price per night from

$631

Jacaranda Artist Retreat

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Golf within 30mins drive Pets allowed

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Price per night from

$218

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Golf within 30mins drive Pets allowed

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Price per night from

$2,294

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Golf within 30mins drive Pets allowed

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Price per night from

$1,720

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Golf within 30mins drive Pets allowed

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Price per night from

$1,262

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Golf within 30mins drive Pets allowed

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Price per night from

$1,147

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Golf within 30mins drive Pets allowed

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Price per night from

$975

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Golf within 30mins drive Pets allowed

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Price per night from

$1,950

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Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pets allowed, Golf within 30mins drive

1 of 2 filters match

Price per night from

$355

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

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Golf within 30mins drive

1 of 2 filters match

Price per night from

$745

Anna Maria Beach House

Anna Maria house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 8

1 of 2 match: Golf within 30mins drive, Pets allowed

1 of 2 filters match

Price per night from

$662

From Dusk 'Til Dune

Anna Maria house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

1 of 2 match: Golf within 30mins drive, Pets allowed

1 of 2 filters match

Price per night from

$742

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Golf within 30mins drive, Pets allowed

1 of 2 filters match

Price per night from

$631

Winding Waves

Anna Maria house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 8

1 of 2 match: Golf within 30mins drive, Pets allowed

1 of 2 filters match

Price per night from

$1,060

Compass Rose

Anna Maria house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 8

1 of 2 match: Golf within 30mins drive, Pets allowed

1 of 2 filters match

Price per night from

$1,060

Manatee Lookout

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Golf within 30mins drive, Pets allowed

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Price per night from

$330

Beach Bliss

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Golf within 30mins drive, Pets allowed

1 of 2 filters match

Price per night from

$1,147

FantaSea

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Golf within 30mins drive, Pets allowed

1 of 2 filters match

Price per night from

$1,491

Great rentals within 20 miles that match your search

Fine Waterfront Living . Steps to Beach

St. Pete Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Golf within 30mins drive Pets allowed

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Price per night from

$488

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Golf within 30mins drive Pets allowed

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Price per night from

$1,000

Modern Studio, Designer Kitchen Walkable Downtown

St. Petersburg apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Match: Golf within 30mins drive Pets allowed

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Price per night from

$132

Pass-A-Grille Beach House

St. Pete Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Golf within 30mins drive Pets allowed

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Price per night from

$218

Alice's Beach Bungalows 2 bedroom

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“A perfect spot for us and for our golden retriever!” What a great place to enjoy the beauty of Treasure Island. The bungalow that we stayed in was wonderful...clean, a well stocked kitchen, beach towels, a great backyard. Susan, the owner, was also great to work with on every level. She was attentive, often checking in on us to make sure all was going great with our stay. She was also responsive to our rental needs and responded immediately if we had a question, etc.. She also embraced our golden retriever and he, too, immediately became fast friends with Susan. This bungalow is literally a block from the beach, a short walk over the bridge to John's Pass and close to grocery shopping, lots of great restaurants right on the beach, etc.. A great experience and we will definitely plan to stay at this bungalow again!

Match: Golf within 30mins drive Pets allowed

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Price per night from

$316

Alice's Beach Bungalows Private Oasis #2

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Golf within 30mins drive Pets allowed

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Price per night from

$229

X Alice's Beach Bungalows 2 bdrm 500' to Beach!

Treasure Island house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Golf within 30mins drive Pets allowed

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Price per night from

$373

SUNSHINE HOLIDAY

St. Petersburg manor house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 10

Match: Golf within 30mins drive Pets allowed

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Price per night from

$1,147

Beautiful Sunkst Cottage Bradenton Beach - AMI-Tropical Setting - Heated Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Golf within 30mins drive Pets allowed

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Price per night from

$516

SPECIAL! $650 8/24 - 8/31. PRIME LOCATION AMI DIRECTLY ON BEACH HEATED POOL

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Golf within 30mins drive Pets allowed

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Price per night from

$287

Match: Golf within 30mins drive Pets allowed

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Price per night from

$230

Match: Golf within 30mins drive Pets allowed

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Price per night from

$107

Alice's Beach Bungalows Private Oasis TI, FL

Treasure Island bungalow

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

“Short vacation” Still on our short vacation. So far everything is perfect! Susan has been very helpful with any questions and has been there anytime we had needed her. Hot tub is great! Place is super clean and efficient.

Match: Golf within 30mins drive Pets allowed

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Price per night from

$217

Sarasota Downtown All Inclusive Town house !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 8

Responds fast! avg. 2 hours 9 minutes

Match: Golf within 30mins drive Pets allowed

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Price per night from

$190

Downtown Sarasota Historic Burns Court Adorable Bungalow

Sarasota house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Match: Golf within 30mins drive Pets allowed

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Price per night from

$295

Sarasota Apartment in Downtown !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

Match: Golf within 30mins drive Pets allowed

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Price per night from

$190

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 2 hours 9 minutes

Match: Golf within 30mins drive Pets allowed

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Price per night from

$194

Sunset Suite

St. Pete Beach studio

  • Studio
  • 1 bathroom
  • sleeps 1

Match: Golf within 30mins drive Pets allowed

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Price per night from

$172

Newly remodeled condo on the Bradenton Riverwalk

Bradenton condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Golf within 30mins drive Pets allowed

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Price per night from

$109

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rentals in Anna Maria

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