Vacation Rentals & Beach Rentals in Anna Maria Island

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526 beach rentals

Beachfront Paradise w/ Private Beach, Dogs Stay Free, Beach in Backyard

Anna Maria house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$631

Watch Sunsets, Dolphins, or Just Relax - Bermuda Bay 1453

Bradenton Beach apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Great place, great location, and everything you need!” We stayed here to go to my sister's wedding at The Beach House. We loved this townhouse. It had spacious rooms, beautiful decor, and a great view of the ocean from the balcony. I was really impressed with how many little things were available. There were plenty of towels, soap and shampoo dispensers in the bathroom, spices in the cabinet, beach towels, and even aloe gel for burns. In the garage there is an area full of sand toys and floats and a grill. We felt so comfortable and had a true vacation.

Match: Waterfront

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Price per night from

$401

HISTORIC WATERFRONT COTTAGES..DOCK...BEACH...Couples, Families, Reunions!

Bradenton Beach cottage

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 15

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Price per night from

$295

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.

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Price per night from

$209

Bermuda Bay Club Un09 Special discount for February price reduced last minute

Bradenton Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent accomodation and locality” This is the second time we have stayed here, in different units. Everything was excellent. No fuss, and just so convenient with the trolley at the roadside and the beach a walk across the road

Match: Waterfront

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Price per night from

$344

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

Anna Maria house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$744

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Price per night from

$230

Gulf Beach Place, miles of whites sandy beach

Holmes Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$287

Coquina Sands, view beach from balcony, priv pool

Holmes Beach house

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$458

Sea Waves in Anna Maria Island with Private Dock

Anna Maria cottage

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$378

Newly renovation bay side cottage: Sea Breeze

Anna Maria cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$355

Runaway Bay unit 192 bay view 2bed/2Bath - Bradenton Beach - Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$194

GULF COAST DESTINATION

Bradenton Beach condo

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$201

Cheers to this 2 BR Gulf-front/Intercoastal Endless Summer Beach Retreat!

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 52 minutes

Match: Waterfront

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Price per night from

$352

Beach Dreams -"Dream Away Villa"

Anna Maria Island cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

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Price per night from

$339

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

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$746

SAPPHIRE - HARBOR ISLE

Bradenton Beach townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$287

Going Coastal

Anna Maria house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$310

Sandy Turtle

Holmes Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$430

35 Steps to the Sea at Runaway Bay 112

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$132

Aqua Blu at Anna Maria Island Club 27

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$240

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,262

C View

Anna Maria house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

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Price per night from

$392

NEW! Luxurious Coastal Condo 5 minutes to Anna Maria Island

Bradenton Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$402

Lazy Days at Runaway Bay 162

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$165

Villas by the Sea Unit 4

Bradenton Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$145

Sun Plaza West - 214

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$330

Pelican Cove 3

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

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Price per night from

$202

Pelican Cove 16

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$229

Manatee Retreat

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$371

Sunset Landings Unit 2

Bradenton Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$202

Bay Bliss at Runaway Bay 285

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$153

Coca Cabana

Holmes Beach condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$344

Beachside Oasis at Runaway Bay 229

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$212

Sunset Landings Unit 5

Bradenton Beach condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$202

Anna Maria Beach House

Anna Maria house

  • 5 bedrooms
  • 7 bathrooms
  • sleeps 8

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Price per night from

$662

Sunset Terrace 204

Bradenton Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Waterfront

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Price per night from

$264

Winding Waves

Anna Maria house

  • 9 bedrooms
  • 9 bathrooms
  • sleeps 8

Match: Waterfront

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Price per night from

$1,060

Viewing 38 of 526
rentals in Anna Maria Island

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