Vacation Rentals & Beach Rentals in Anna Maria Island

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236 beach rentals

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AnnaMariaIsland a Paradise. MINUMIM RENTAL 2 WEEKS

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 hours 22 minutes

Match: Heated pool Pets allowed

All filters match

Price per night from

$195

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: Heated pool Pets allowed

All filters match

Price per night from

$628

Match: Heated pool Pets allowed

All filters match

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: Heated pool Pets allowed

All filters match

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: Heated pool Pets allowed

All filters match

Price per night from

$1,250

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

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool Pets allowed

All filters match

Price per night from

$514

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$2,290

Beach Bliss

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Heated pool Pets allowed

All filters match

Price per night from

$1,141

35 Steps to the Sea at Runaway Bay 112

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool Pets allowed

All filters match

Price per night from

$132

Limefish

Holmes Beach house

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$2,054

Summer Breeze

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$371

Castaway Cottage

Holmes Beach house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

Match: Heated pool Pets allowed

All filters match

Price per night from

$388

FantaSea

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$1,483

35 Steps to the Beach at Runaway Bay 104

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool Pets allowed

All filters match

Price per night from

$132

Coca Cabana

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Heated pool Pets allowed

All filters match

Price per night from

$344

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$970

Anna Maria Beach House

Anna Maria house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$662

Portside Paradise

Holmes Beach house

  • 4 bedrooms
  • 7 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$523

Miracle's Runaway Bay 117

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool Pets allowed

All filters match

Price per night from

$132

Manatee Lookout

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$330

Island Dream

Holmes Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool Pets allowed

All filters match

Price per night from

$284

Sunset Seacret

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Heated pool Pets allowed

All filters match

Price per night from

$202

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$1,141

On The Rocks

Bradenton Beach house

  • 8 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Heated pool Pets allowed

All filters match

Price per night from

$953

Paradise Beach

Bradenton Beach house

  • 8 bedrooms
  • 7 bathrooms
  • sleeps 18

Match: Heated pool Pets allowed

All filters match

Price per night from

$1,260

Swanky Bubbles

Holmes Beach house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 18

Match: Heated pool Pets allowed

All filters match

Price per night from

$916

From Dusk 'Til Dune

Anna Maria house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Heated pool Pets allowed

All filters match

Price per night from

$742

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

Direct Beachfront 2 BR Condo on Florida’S Beautiful Gulf Coast!

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$428

AMI Beach Front Condo - heated pool and less than 50 steps to the Beach!

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$343

Walk to Beach, private condo with pool

Holmes Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$257

Come join us for your Winter Migration!!!!!!!!!!

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$103

Glorious Daze 4bedroom/4bath beachfront home with golf cart & elevator!

Holmes Beach house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$1,369

Anna Maria Islands best location Heated pool Best prices!

Anna Maria Island house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$856

Hibiscus Hideaway Condo Walk to Historic Bridge St

Bradenton Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 1 hour 40 minutes

1 of 2 match: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$298

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: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$226

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: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$776

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: Pets allowed, Heated pool

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: Pets allowed, Heated pool

1 of 2 filters match

Price per night from

$185

Viewing 38 of 236
rentals in Anna Maria Island

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