Vacation Rentals & Beach Rentals in Anna Maria Island

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177 beach rentals

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

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fishing Pets allowed

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Price per night from

$629

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 31 minutes

Match: Fishing Pets allowed

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Price per night from

$343

AMI Beach Shack

Bradenton Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 9 minutes

Match: Fishing Pets allowed

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Price per night from

$241

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: Fishing Pets allowed

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Price per night from

$584

AMI Tree House

Bradenton Beach cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 9 minutes

Match: Fishing Pets allowed

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Price per night from

$241

Match: Fishing 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: Fishing Pets allowed

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Price per night from

$286

Jacaranda Artist Retreat

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Fishing Pets allowed

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Price per night from

$218

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

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Fishing Pets allowed

All filters match

Price per night from

$515

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Fishing Pets allowed

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Price per night from

$2,287

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Fishing Pets allowed

All filters match

Price per night from

$1,258

White Sand Beaches- Bayfront Park

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Fishing Pets allowed

All filters match

Price per night from

$629

Tripletail

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Fishing Pets allowed

All filters match

Price per night from

$1,716

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Fishing Pets allowed

All filters match

Price per night from

$1,144

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Fishing Pets allowed

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Price per night from

$972

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Fishing Pets allowed

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Price per night from

$1,944

Beautiful Longboat Key Home!

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 27 minutes

Match: Fishing Pets allowed

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Price per night from

$515

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Blue Bayou

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“"Home from Home"” A very well appointed apartment in a great location that had everything you would wish for to enhance your vacation experience. A real home from home that is clean, well furnished and spacious. The owners have been great to deal with and nothing is too much trouble. I have already recommended this accommodation to friends who were similarly impressed and we will be staying here for the third time later this year.

Responds fast! avg. 3 hours 45 minutes

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$123

Sunset Beach 101 Beach Front Unit

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Pets allowed, Fishing

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Price per night from

$365

Hibiscus Hideaway Condo Walk to Historic Bridge St

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 22 minutes

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$298

Sea Waves in Anna Maria Island with Private Dock

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$377

Castnetter Beach Resort 5

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$315

Castnetter Beach Resort 2

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$401

The Anchor- A two bedroom cottage minutes walking to beach.

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$372

ISLAND TOWNHOUSE - 200 Steps to the BEACH

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 43 minutes

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$206

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

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$148

Cheers to this 2 BR Gulf-front/Intercoastal Endless Summer Beach Retreat!

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 59 minutes

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$351

Ohana Beachside Suite A

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$246

Ohana South East Suite

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$223

Steps to the Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$164

Ohana Beachside Suite D 2 Bedroom with Gulf View

Bradenton Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$223

Ohana Beachside - B One Bedroom

Bradenton Beach apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$223

Ohana Hale Beachside Studio -C

Anna Maria Island apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$206

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$338

Ohana North 1 Bedroom

Holmes Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$223

Ohana South West Suite

Bradenton Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Great place for a family Stay” We stayed for 5 days in June. Very clean and comfortble close to the beach and quiet. Excellent experience. We left some items there and they were even shipped to us promptly.

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$223

Anna Maria Island Vacation Home

Holmes Beach townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$258

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Fishing

1 of 2 filters match

Price per night from

$287

Viewing 38 of 177
rentals in Anna Maria Island

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