Vacation Rentals & Beach Rentals in Anna Maria

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519 beach rentals

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

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Price per night from

$628

Enjoy our Beach, Pool and Dock! 100 5-Star Reviews!

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$741

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

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$742

Going Coastal

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$310

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$2,290

Coconut Cove

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$560

Beach Bliss

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

Match: Heated pool

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Price per night from

$1,141

Anchor Splash

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$535

Island Memories

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$397

Blue Lagoon South

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$268

C View

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$392

FantaSea

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$1,483

SeaTurtle Escape

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$911

Bimini Cove

Anna Maria house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$62

Blue Lagoon North

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Heated pool

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Price per night from

$268

Waves on Anna Maria

Anna Maria house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$970

Blue Lagoon

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$536

Anna Maria Beach House

Anna Maria house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$662

Coconut Breeze Estate

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Heated pool

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Price per night from

$598

Manatee Lookout

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$330

Anna Maria Beach Serenity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 20 minutes

Match: Heated pool

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Price per night from

$950

Mintfish

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$1,141

Bodacious Oasis

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Match: Heated pool

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Price per night from

$417

From Dusk 'Til Dune

Anna Maria house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$742

Great rentals within 20 miles that match your search

REDUCED FOR APRIL!

Madeira Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“get away” My experience was kinda shaky at first , I was given the wrong gate code to get in complex, plus there were a couple of wristbands for pool entry missing and a blind that was messed up,but was able to be fixed in about 15 minutes. Our reservations were never given to property managers at office as well, but as soon as Jennifer responded she was able to take care of that. I have been to 2 other units there and this unit is the most modern by far and is very clean,and a great spot in the complex.

Match: Heated pool

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Price per night from

$170

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

Match: Heated pool

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Price per night from

$95

Executive Waterfront Home

St. Petersburg house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Heated pool

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Price per night from

$257

Runaway Bay - Bradenton Beach - Bay View Unit 193

Anna Maria Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Home away from home” This place is an incredible value. It's spacious and comfortable, and we felt right at home. Sarasota Bay is just steps from the back patio, and it's so lovely to sit outside and watch water--so many fish, dolphins, and birds right there. Everything was in good working order and clean upon our arrival. The beach is a quick walk across the street from the complex, and we spent a lot of time at the heated pool. We would love to rent this unit again! PERFECT LOCATION.

Match: Heated pool

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Price per night from

$208

OCEANFRONT VIEW - PRIVACY OVERLOOKING THE GULF OF MEXICO

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Heated pool

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Price per night from

$206

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

Bradenton Beach house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Heated pool

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Price per night from

$514

2 bedroom Condo Bay Oaks Siesta Key

Sarasota condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 3

Match: Heated pool

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Price per night from

$571

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

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Price per night from

$286

Beautiful Island on Boca Ciega Bay & The Beach

St. Petersburg condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$114

Treasure Island Beach Condo

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 45 minutes

Match: Heated pool

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Price per night from

$154

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Heated pool

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Price per night from

$995

Boca Ciega Condo, #408, St Petersburg, Florida

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool

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Price per night from

$200

Boca Ciega Condo, #107, St Petersburg, Florida

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Heated pool

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Price per night from

$205

Shorewalk Condo ED near the Beaches Anna Maria Island, Longboat Key, IMG, Shops

Bradenton apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Heated pool

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Price per night from

$400

Viewing 38 of 519
rentals in Anna Maria

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