Houses Anna Maria Island

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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: Rental types Pets allowed

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Price per night from

$628

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 31 minutes

Match: Rental types Pets allowed

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Price per night from

$343

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: Rental types Pets allowed

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Price per night from

$628

Match: Rental types Pets allowed

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Price per night from

$229

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

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Rental types Pets allowed

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Price per night from

$286

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

Bradenton Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Rental types Pets allowed

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Price per night from

$1,250

Jacaranda Artist Retreat

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Pets allowed

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Price per night from

$217

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

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Rental types Pets allowed

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Price per night from

$514

Newly renovated beach house near AMI free trolley stop with Private pool

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

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Price per night from

$559

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

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Price per night from

$2,282

Spectacular views! By LoveRentals

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 40 minutes

Match: Rental types Pets allowed

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Price per night from

$363

Beach Bliss

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Rental types Pets allowed

All filters match

Price per night from

$1,141

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$2,054

Summer Breeze

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$371

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$1,255

Castaway Cottage

Holmes Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Rental types Pets allowed

All filters match

Price per night from

$388

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$628

Flip Flops Forever

Holmes Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Rental types Pets allowed

All filters match

Price per night from

$419

Misty Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Pets allowed

All filters match

Price per night from

$186

FantaSea

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$1,483

Shell Cove 8 Beach Front Unit

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 40 minutes

Match: Rental types Pets allowed

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Price per night from

$176

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

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Price per night from

$970

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

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Price per night from

$1,940

Anna Maria Beach House

Anna Maria house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$662

Rum Dog

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Pets allowed

All filters match

Price per night from

$173

Compass Rose

Anna Maria house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$1,060

Winding Waves

Anna Maria house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

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Price per night from

$1,060

Portside Paradise

Holmes Beach house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$523

Manatee Lookout

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$330

Island Dream

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Rental types Pets allowed

All filters match

Price per night from

$284

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$1,712

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

All filters match

Price per night from

$1,141

On The Rocks

Bradenton Beach house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Rental types Pets allowed

All filters match

Price per night from

$953

Paradise Beach

Bradenton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Rental types Pets allowed

All filters match

Price per night from

$1,260

Swanky Bubbles

Holmes Beach house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Rental types Pets allowed

All filters match

Price per night from

$916

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

Match: Rental types Pets allowed

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Price per night from

$514

From Dusk 'Til Dune

Anna Maria house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Rental types Pets allowed

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Price per night from

$742

These homes match some but not all of your filters. Clear all filters

Cortez Gardens Cottage 11, Renovated and close to Beach, 3-Bed, 2-Bath 10

Bradenton Beach apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Rental types, Pets allowed

1 of 2 filters match

Price per night from

$227

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rentals in Anna Maria Island

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