Vacation Rentals & Beach Rentals in Anna Maria Island

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32 beach rentals

Match: Private outdoor pool (unheated) Pool or snooker table

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Price per night from

$345

Match: Private outdoor pool (unheated) Pool or snooker table

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Price per night from

$310

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NEW! Luxurious Coastal Condo 5 minutes to Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$402

Hibiscus Hideaway B - Top Floor Unit

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$283

Copacabana Boaters Dream Home in Anna Maria

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$416

Spectacular views! By LoveRentals

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$363

The Salty Dog on North Shore

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$389

Amazing Gulf Beech Rental with Fantastic FREE Amenities!!!

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$437

Luxury Resort Sleeps 26!

Palma Sola house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 26

Responds fast! avg. 3 hours 39 minutes

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$2,295

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$950

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

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$114

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.

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$632

Family Reunion Villa on Anna Maria Island, Florida

Bradenton Beach villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$574

March 23-March 30, 2024 Springbreak 3bdr on the beach Longboat key

Longboat Key cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$746

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

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$563

"Island Oasis" A single family North end canal home with pool

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$746

Responds fast! avg. 11 minutes

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$132

Anna Maria Island/ IMG Academy/ Beach/ HotTub/ Bikes/ Kayaks/ Golf/ Fishing

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Private outdoor pool (unheated), Pool or snooker table

1 of 2 filters match

Price per night from

$287

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: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$832

Luxury waterfront home with a heated pool and spa!

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$537

Hibiscus Hideaway Condo Walk to Historic Bridge St

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 39 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$298

Anna Maria Island Beach Sands 203

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$214

Anna Maria Island Beach Palms 6B

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$190

Anna Maria Island Beach Sands 101

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$275

Private Saltwater Pool, 5 minutes to Bradenton Beach, Superb location near Walki

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 9

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$158

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$192

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$156

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$133

Private Pool Oasis Home - Near Beaches- Great Neighborhood

Bradenton house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$192

Minutes to Anna Maria Island Beaches, Bring the Boat/Jet Ski, Private Pool

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$145

Responds fast! avg. 3 hours 41 minutes

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$201

NW Bradenton Exectitive Home

Bradenton house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Pool or snooker table, Private outdoor pool (unheated)

1 of 2 filters match

Price per night from

$493

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