Vacation Rentals & Beach Rentals in Anna Maria Island

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1,345 beach rentals

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Marriott Grande Vista Resort and SPA

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Children's pool Smoking allowed

All filters match

Price per night from

$295

LUXURY Lakes Villa Disney Studio APT

Orlando villa

  • 1 bathroom
  • sleeps 5

Match: Children's pool Smoking allowed

All filters match

Price per night from

$192

2CLOSE TO ALL ATTRACTIONS! RESORT LUXURY LIVING ON A BUDGET!

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Children's pool Smoking allowed

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Price per night from

$217

8br/6ba pool villa with lake view, Near Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

Match: Children's pool Smoking allowed

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Price per night from

$345

O melhor lugar para suas férias em Família!

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Children's pool Smoking allowed

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Price per night from

$287

Weekly 2 bedroom Apartment for 8 guest all amenities included

Orlando apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 17 minutes

Match: Children's pool Smoking allowed

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Price per night from

$121

Close to Disney spacious 2 bedroom condo

Celebration condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Children's pool Smoking allowed

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Price per night from

$149

WESTGATE Vacation Rental Orlando

Kissimmee apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Children's pool Smoking allowed

All filters match

Price per night from

$287

Fresh Amazing Family Home, Private Pool | BL101

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 24

Match: Children's pool Smoking allowed

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Price per night from

$184

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Disney's Saratoga Springs Resort and Spa

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$574

Star Island

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$111

Disney World Vacation

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$230

Charming Kissimmee condo

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$115

Cozy Studio w/ Complex Outdoor Pool, WiFi, Playground & More!

Poinciana studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$61

Regal Palms 539 La Mirage Sreet

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$230

Luxurious spacious villa for rent 21 minutes to Disney

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$322

*****NO ADDITIONAL FEES - 15 Minutes from Disney

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$127

Private Rooms For Rent

Miami house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$104

4 bedrooms / 3 bath up villa near to Disney!

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$138

Festiva Orlando Resort

Kissimmee apartment

  • 1 bedroom
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$201

Jose's special

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$328

one mile from Disney

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$164

ORANGE LAKE RESORT CLOSE TO DISNEY WORLD

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$294

Vista Cay Resort Luxury Apartments

Orlando apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$201

Bonnet Creek Resort 1Bedroom

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 7 minutes

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$504

Bonnet Creek - 2 Bedroom Resort Condo, 5 Mins from Disney Springs

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 43 minutes

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$286

Newly Remodeled 4BD/4BA Townhouse-Regal Palms Resort Near Disney

Davenport townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$184

Westgate Villa

Orlando villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$241

Marriott Grande Vista 2 bedroom

Celebration villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$328

Apartment in Orlando

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$98

*NEW* ICON Deluxe Lounge - W living w/2masters

Miami apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

Responds fast! avg. 2 hours 54 minutes

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$572

The Experience Unlimited

Four Corners apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$181

BEAUTIFUL YATCH IN THE KEYS ONCE IN A LIFETIME EXPERIENCE

Tavernier boathouse

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$252

Bright 3 Bedroom 25 Minutes to Disney

Davenport house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$172

beautiful 3 bedroom has room for all

Orlando villa

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$311

Legacy Vacation Club Orlando - 1BR Efficiency Unit - Sleeps 4

Kissimmee apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$98

Responds fast! avg. 2 hours 26 minutes

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$201

Responds fast! avg. 2 hours 26 minutes

1 of 2 match: Smoking allowed, Children's pool

1 of 2 filters match

Price per night from

$339

Viewing 38 of 1,345
rentals in Anna Maria Island

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