Vacation Rentals & Beach Rentals in Anna Maria Island

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344 beach rentals

Stunning & Serene +++ Minutes from Anna Maria Island, IMG Academy and more!

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 2 hours 9 minutes

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Price per night from

$113

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Private modern 3BR home, salt water pool

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$343

Beach condo

Longboat Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Microwave

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Price per night from

$514

Anna Maria Island Beach Haven

Cortez house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$1,495

Beautiful Condo near Anna Maria Beaches & IMG Academy

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Microwave

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Price per night from

$122

Cottage Haven-One Minute Walk To The Beach-Private Yards-Keyless Locks

Cortez cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$215

Anna Maria Island Beach Watch

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$249

AMI Lighthouse Cottage-One Minute Walk To The Beach-Keyless Locks

Cortez cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$164

Anna Maria Island Beach Happy-Direct Beach Front-1BR-1BR

Bradenton Beach house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$231

Starfish Bungalow A. Steps to the beach 2/1 Coastal paradise ! Large airy open l

Longboat Key bungalow

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$122

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$232

North End Villa Spacious Longboat Key Villa minutes walk to a private beach gril

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$277

Updated w/bay view , across from the beach , pool, elevator , close restaurants

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$174

Starfish Bungalow J. Steps to the beach 2/2 Coastal paradise ! Large airy open l

Longboat Key bungalow

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$122

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$168

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$127

Walk to the beach, from this remodeled condo! Pool, WIFI, restaurants, shopping

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$139

If this isn't your view, you need to change your latitude ! Toes in the sand bea

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$275

Beachfront view, toes in the sand and gulf. Simply paradise, book now your beach

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 16 minutes

1 of 2 match: Climbing frame, Microwave

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Price per night from

$275

Spacious corner unit on Pass-A-Grille Beach. Heated pool. Enjoy the best the are

St. Pete Beach apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Pass a grille” Awesome, clean, affordable and exceptional location. Resturants within walking distance. Pictures are exactly as desribed. Couldn't have asked for anything better. Sunsets from the front deck. Pool is outside your back door and beach across the street, it's the best of both worlds.

Responds fast! avg. 3 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$218

Flip Flops Forever

Holmes Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$419

Misty Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$186

Pelican Cove 16

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$229

House of the Sea

Holmes Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$251

Gulf Beach Unit 03 on Beach side, gorgeous interior, miles of beach, Anna Maria

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$401

Starfish Oceanside

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$113

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

Holmes Beach villa

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Microwave

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Price per night from

$148

2-Unit Beach to Bay Cottage...NOT Grandma's place!...100 feet to beach!

Bradenton Beach cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

“Best home away from home at the beach.” I spent a lot of time searching for a bungalow at the beach and my expectations were surpassed when I opened the door! The owners were thoughtful in design, layout and furnishings to provide a laid back experience at the beach. I wished I could have stayed forever - it was that nice. I especially enjoyed the fully stocked kitchen which included colorful dishes to match the colorful walls and great blue floor! Best of all - location - you can walk everywhere as you are right in the historic Bridge Street neighborhood.

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$245

Anna Maria Island Beach Paradise 10

Holmes Beach studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$226

BAY FRONT HOUSE WITH PRIVATE DOCK

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 31 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$343

SAPPHIRE - HARBOR ISLE

Bradenton Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$286

NEW! Luxurious Coastal Condo 5 minutes to Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$400

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$776

Castnetter Beach Resort 2

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$314

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$337

Anna Maria Island Bridge Port Beach Resort

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$172

Anna Maria Island Beach View 207

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$185

Anna Maria Island Retreat

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Climbing frame, Microwave

1 of 2 filters match

Price per night from

$223

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rentals in Anna Maria Island

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