Vacation Rentals & Beach Rentals in Anna Maria Island

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865 beach rentals

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Comfortable South Miami Getaway

Miami house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

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Price per night from

$345

PENTHOUSE BRICKELL BAY VIEW

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

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Price per night from

$517

LOCATION LOCATION LOCATION!! 1 MILE FROM UNIVERSAL STUDIOS!

Orlando condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$218

Sea Mystic Yacht Stays

Fort Myers yacht

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

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Price per night from

$1,119

Vacation Waterfront Cottage

Myakka City cottage

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$158

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Price per night from

$313

Apartment close to Disney parks

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$183

Responds fast! avg. 3 hours 34 minutes

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Price per night from

$1,607

Three Sisters - The Manatee

Crystal River apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$127

House Of Art - Luxury Villa with Pool & Jacuzzi!

Kendale Lakes house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

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Price per night from

$861

Westgate Lakes Resorts

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$224

Vacation Farm Villa in South Miami Redlands

Miami villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 9

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Price per night from

$689

Weekly 2 bedroom Apartment for 8 guest all amenities included

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 17 minutes

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Price per night from

$121

Tropical Escape Sarasota - Discover Real Florida Up-Close!

Lockwood Ridge house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

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Price per night from

$149

Three Sisters - Pelican

Crystal River apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

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Price per night from

$12,624

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Queen Bed Room at Palm Grove Inn Downtown St Pete

St. Petersburg hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$345

Cozy Enchanted Oaks Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$100

Serenity at Paradise Lakes

Lutz condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$98

Best location! beautiful Penthhouse near Disney

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$229

Luxury for Eight

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$230

Awesome 3 Bedroom Home, Near Disney free Parking, Free Wi-Fi Shared Pool

Kissimmee townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$224

The Best Location in Cocoa Beach

Cocoa Beach condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$155

Cape Comfort Suite

Cape Coral house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$207

ONCE UPON A TIDE Beautiful Getaway in Sanibel

Sanibel Island house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$345

A Piece of Paradise

Groveland b&b

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Smoking allowed

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Price per night from

$115

420 SUITES

Tampa studio

  • Studio
  • 1 bathroom
  • sleeps 2

1 of 2 match: Staffed property, Smoking allowed

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Price per night from

$86

Wyndham Bonnet Creek Resort

Orlando hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 53 minutes

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$339

Christmas and New Year's Eve in Orlando, FL, 2- 8 people, 12/25-1/1

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$271

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

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$96

Doorstep of Disney! 2-Bedroom Condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$276

502 Beach Place top floor condo view of bridge, water/John's Pass

Madeira Beach apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$379

Family 4 BR Town home-gated resort-Disney World

Orlando townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Responds fast! avg. 16 minutes

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$194

Sarasota Downtown, Best Location For Your Vacation !!!

Lido Key apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 7

Responds fast! avg. 1 hour 46 minutes

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$194

Tiny House Siesta - Sand Dollar – A private master loft and open living space

Siesta Key hotel apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$448

Spring Break at Silver Lake

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$204

Private Studio 1 bed & 1 bath Quiet & Relaxing

Brandon studio

  • Studio
  • 1 bathroom
  • sleeps 3

Responds fast! avg. 3 hours 55 minutes

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$55

FUN IN THE SUN! NEW Decor, Lake, Heated Pool/Bar, Splash Park, Near Dis!

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 24 minutes

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$201

THE FOUNTAINS

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Staffed property

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Price per night from

$173

Viewing 38 of 865
rentals in Anna Maria Island

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