Vacation Rentals & Beach Rentals in Anna Maria

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131 beach rentals

Serendipity Deux- Beachfront 4 Bed/heated pool/elevator

Anna Maria house

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

Match: Elevator access

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Price per night from

$2,290

Serendipity

Anna Maria house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

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Price per night from

$1,260

Cloud 9

Anna Maria house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 8

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Price per night from

$1,947

Great rentals within 20 miles that match your search

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

Anna Maria Island Martinique On The Beach

Holmes Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 hours 20 minutes

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Price per night from

$780

Sea~N~Blue

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$402

Beachplace Building 3 unit 302

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$187

SUNSET VISTA ON LONGBOAT KEY

Longboat Key condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$287

Crystal Palms Beach Resort 603 Treasure Island Slow M Ocean Penthouse unit 603

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$560

NEW LISTING Waterfront Condo, Next to Rum Bar, Minutes from Madeira Beach!

Seminole apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$201

Direct Beachfront Unobstructed Ocean View Feet on White Sand Condo With Pool

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 6

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Price per night from

$344

Swanky Starfish

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$126

Waterfront Boca Ciega Resort and Condo

Madeira Beach condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Elevator access

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Price per night from

$206

Saltwater Breeze | Oceanfront View @ Madeira Beach

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Elevator access

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Price per night from

$390

Beautiful Treasure Island, St. Pete Beach 2br/2bth Sunset Beach Condo waterfront

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Elevator access

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Price per night from

$304

Responds fast! avg. 4 minutes

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Price per night from

$163

Walk to Lido Beach & Armand Cir Restaurants, Cable

Sarasota condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 4 minutes

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Price per night from

$158

Bradenton Beach Club Bliss-3 Bedroom-2 Bathroom Condo-2 Pools-HotTub-Private Bea

Bradenton Beach condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Elevator access

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Price per night from

$258

Anna Maria Island Edgewater Bungalow

Holmes Beach house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Elevator access

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Price per night from

$296

Anna Maria Island Surfside Bungalow

Holmes Beach house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 20 minutes

Match: Elevator access

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Price per night from

$355

Coral Reef Beach Resort

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$328

Beachfront condo at Sunset Vistas w/ heated pool, tiki bar, cafe, & gym. Sunset

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$225

New 6 Bedroom, Luxury Home in Gated Community

Siesta Key house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$999

Boca Ciega Condo, #107, St Petersburg, Florida

St. Petersburg condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$205

Dual primary suites. Two private balconies. Heated pool. Great location near sho

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

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Price per night from

$141

River Strand Golf and Country Club Resort

Bradenton condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

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Price per night from

$229

Land's End: Gulf-front Luxury, WIFI, HDTV

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Match: Elevator access

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Price per night from

$393

Beachfront Overlooking Madeira Beach- Walkable to Eats & Local Favs

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Elevator access

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Price per night from

$257

OCEANFRONT VIEW - PRIVACY OVERLOOKING THE GULF OF MEXICO

Treasure Island condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 3

Match: Elevator access

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Price per night from

$206

Sandy Toes & Starlit Nights! Unwind in Paradise. Heated Pool. Shopping, Restaura

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 minutes

Match: Elevator access

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Price per night from

$178

Resort Style Amenities. Heated Pool. Beachfront Bar. Cafe. Sunset Views. Aw

Treasure Island condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Elevator access

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Price per night from

$206

On the Beach Across From Johns Pass. Heated Pool. Spacious and Updated.

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Elevator access

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Price per night from

$166

Waterfront Balcony, Great Location in the Heart of Madeira Beach with Heated Poo

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 minutes

Match: Elevator access

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Price per night from

$201

Corner Unit. Beachfront Building, Heated Pool. Directly Across from Johns Pass.

Madeira Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Responds fast! avg. 3 minutes

Match: Elevator access

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Price per night from

$178

Monthly Stays along the Best Beaches on the Gulf Coast. Heated Pool. Secure Buil

Treasure Island condo

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 3 minutes

Match: Elevator access

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Price per night from

$142

Family friendly condo on the beach - Ocean Sands

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Elevator access

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Price per night from

$158

Paradise Awaits on St. Pete Beach! **FULL Gulf Front** Panoramic Ocean Views!

St. Pete Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“It's the best beach in Florida!” If you want to stay at a plush yet reasonably priced condo on the water, Vistas on the Gulf is the place for you! Very clean facility with pool, hot tub, exercise room and oh what a view! The staff is great too. We've stayed one week and most recently last fall two weeks...I didn't want to go home...this was it!

Match: Elevator access

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Price per night from

$458

Luxury Water Front Condo - Intercoastal Waterway

Treasure Island apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“Exceptional” We just returned from a 4 week stay at another/similar condo in this same building, same owner. The unit was clean, comfortable, spacious and located in close proximity to everything we needed (i.e. Beach, supermarket, restaurants, shops). John (owner) was more than accomodating with helping us get online (wifi) and being flexible with our schedule. The Gulf view was great and the building was relatively quiet considering it was Spring Break month. Will definitely be returning.

Match: Elevator access

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Price per night from

$240

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rentals in Anna Maria

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