Vacation Rentals & Beach Rentals in Anna Maria Island

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253 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

$114

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Island Village Hideaway! Steps to Sand

Longboat Key house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$193

SUNSET VISTA ON LONGBOAT KEY

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$287

Shorewalk waterfront Condo Bradenton

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Nice and affordable condo convenient to shopping and restaurants.” This unit has been updated and is a very comfortable place to stay. The owner responded promptly when we contacted him.

Responds fast! avg. 2 hours 1 minutes

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$96

TROPICCAL, 4 min from the beaches! Meticulously cleaned and sanitized!

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

“Lovely home in an awesome location!” Literally a minute's drive from the beach, this very clean and welcoming home is also convenient to great restaurants and shopping opportunities. It really is in a perfect location, especially considering the affordable price. Walking to restaurants and a rental shop is easy thanks to the sidewalk on Cortes. We even enjoyed a morning run to the beach - biking to the beach would also be a great option (3.5 mi one way.) The home might appear small at first, but we fit 6 comfortably, including 4 teenagers! The best part is the lovely décor that greets you after a long day at the beach or running around. Two thumbs up!

Responds fast! avg. 2 hours 33 minutes

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$144

Beach condo

Longboat Key condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$516

Beautiful Condo near Anna Maria Beaches & IMG Academy

South Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$123

Beautiful home- Private getaway-Heated Pool/HotTub IMG 5 Close to Beaches

Palma Sola house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 22

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$832

Flip Flops Forever

Holmes Beach house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$419

House of the Sea

Holmes Beach house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$251

Misty Beach

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$186

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, Ceiling Fans

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Price per night from

$401

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$355

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, Ceiling Fans

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Price per night from

$246

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, Ceiling Fans

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Price per night from

$148

~ SUPER SPECIAL from $99/night ~ OCEAN FRONT DLX STUDIO

Longboat Key apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 1 hour 56 minutes

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$194

SAPPHIRE - HARBOR ISLE

Bradenton Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$287

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, Ceiling Fans

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Price per night from

$402

Steps to the Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$164

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$339

The Cannon- A two bedroom adorable cottage minutes walking to beach

Bradenton Beach cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$402

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: Climbing frame, Ceiling Fans

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Price per night from

$229

Seaside Escape

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$126

Paradise Beach - East

Cortez condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$114

Paradise Beach - West

Cortez condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$114

Mangroves

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$115

Manatee Harbour

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$310

Bean Point Unit B

Anna Maria villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$260

Sunset Landings Unit 4

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$202

Grand Island Oasis

Bradenton Beach house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$911

Coastal Serenity

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$674

Manatee Retreat Unit B

Anna Maria house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$256

The Cozzi Cottage

Holmes Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$197

Sunset Paradise at Runaway Bay 105

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$165

Beach Bellini

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$332

Bean Point Unit A

Anna Maria villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$297

Winding Waves

Anna Maria house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 8

1 of 2 match: Climbing frame, Ceiling Fans

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Price per night from

$1,060

Manatee Retreat Unit A

Anna Maria house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 4

1 of 2 match: Climbing frame, Ceiling Fans

1 of 2 filters match

Price per night from

$256

Viewing 38 of 253
rentals in Anna Maria Island

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