Vacation Rentals & Beach Rentals in Anna Maria Island

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1,213 beach rentals

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Surprise Yourself With Unforgettable Deluxe Villa w/ Private Pool+Spa+Baby Gears

Four Corners villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Children's pool Telephone

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Price per night from

$404

Match: Children's pool Telephone

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Price per night from

$404

Match: Children's pool Telephone

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Price per night from

$404

⭐Deluxe Villa+Private Pool+Hot Tub+Theatre Room+Pool with Waterslides⭐

ChampionsGate villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Children's pool Telephone

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Price per night from

$403

Champions Gate #1 - Luxurious 8 Bedroom Pool Villa with Theater

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

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Price per night from

$402

Match: Children's pool Telephone

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Price per night from

$404

Family & Friends Unite For Fun✩Amazing Villa w/ Unique Upscale Amenities

Davenport villa

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 20

“Amazing” We had a family of 10 and it was enough space for us. The kids loved the pool and movie room. I liked house to house was so updated and beautiful. We definitely would stay here again.

Match: Children's pool Telephone

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Price per night from

$332

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Modern 6 Guest End Townhome | Pool & Balcony 17401

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Relaxing and peacefull” Hi.. For sure recomended. Its cosy and relaxing and a neat neighboorhood. I had a few concerns but as soon as i reported anything, the attendance was fast. This made my stay feel safe. Wallmart , target and some restaurants were close by. For sure will visit it again. Thank you for everything !

1 of 2 match: Children's pool, Telephone

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Price per night from

$97

3 Bed Townhome | Disney Area | Pool & Balcony1507s

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Telephone

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Price per night from

$97

Westside | Disney Area | South Facing Pool | 9124

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

“Great Villa and Great Location!” My family of four plus my mother in law stayed at this property last month. Simply put, it is terrific. The villa has 6 plus bedrooms, numerous bathrooms, a huge pool and spa etc - all of which are luxuriously appointed. We were so close to the Disney parks it made the "Park Hopper" passes we bought very easy to use. We would travel to one park in the morning, return to the villa for lunch and then go to another park in the evening. The villa is located in a very upscale private community and it seemed very safe. I would have no hesitation in recommending this villa to anybody.

1 of 2 match: Children's pool, Telephone

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Price per night from

$108

3 Bed Home | Disney Area | Resort Facilities 17443

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Clean new home” This being my first time staying outside Disney I was nervous about renting a home. But this home was 5 stars in all aspects . The home is very well furnished and was clean . It was spacious for the whole family and travelling with young children cleanliness is most importnat for me. This home was spic and span including the kitchen ware . I would recommend this to any one . You just need a renatl car to get around

1 of 2 match: Children's pool, Telephone

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Price per night from

$97

3 Bed Townhome| Pool & Balcony| Disney Area 17313

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Telephone

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Price per night from

$97

Excellent Value Family Villa - Private Pool - Close to Disney

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Children's pool, Telephone

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Price per night from

$171

Make It Easy on Yourself |Great Location+Fabulous High-End Living Space

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Children's pool, Telephone

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Price per night from

$126

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

1 of 2 match: Children's pool, Telephone

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Price per night from

$137

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Price per night from

$137

Look No Further, Be at Ease ✦ Remarkable Value at Modern Private Oasis

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

1 of 2 match: Children's pool, Telephone

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Price per night from

$114

Seek Thrills in a Urban Condo w/ Great Value Location+Patio+Premium Resort

Kissimmee apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Children's pool, Telephone

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Price per night from

$126

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Price per night from

$114

Watersong Resort | Pool & Spa | Games Room 338

Davenport house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Children's pool, Telephone

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Price per night from

$119

The Dales * Westhaven | South Facing Pool 1334

Davenport villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Children's pool, Telephone

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Price per night from

$121

Ridgewood Lakes | Frontline Golf Course Home 1214

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Fantastic” We could not speak more highly of this beautiful and well positioned villa. The managing agents are brilliant and nothing is too much trouble. The pool was always warm and inviting. We had the best holiday, largely due to the fact that out accommodation was worry free and great for the quiet days. Thanks to all involved and will definitely be coming again. Carl, Linsey and Niamh.

1 of 2 match: Children's pool, Telephone

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Price per night from

$126

♥EEV♥ Resort Home with Sunny Pool & Spa - Games Room

Davenport villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Children's pool, Telephone

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Price per night from

$114

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

Poinciana studio

  • Studio
  • 1 bathroom
  • sleeps 2

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Telephone, Children's pool

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Price per night from

$61

Disney's Saratoga Springs Resort and Spa

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Telephone, Children's pool

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Price per night from

$575

Star Island

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Telephone, Children's pool

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Price per night from

$111

Disney World Vacation

Celebration condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Telephone, Children's pool

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Price per night from

$230

Close to Disney spacious 2 bedroom condo

Celebration condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Telephone, Children's pool

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Price per night from

$150

Charming Kissimmee condo

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Telephone, Children's pool

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Price per night from

$115

Responds fast! avg. 1 hour 45 minutes

1 of 2 match: Telephone, Children's pool

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Price per night from

$200

Regal Palms 539 La Mirage Sreet

Davenport condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Telephone, Children's pool

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Price per night from

$230

ORANGE LAKE RESORT CLOSE TO DISNEY WORLD

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Telephone, Children's pool

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Price per night from

$295

Luxurious spacious villa for rent 21 minutes to Disney

Orlando villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Telephone, Children's pool

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Price per night from

$322

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

Davenport apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Telephone, Children's pool

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Price per night from

$127

Private Rooms For Rent

Miami house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Telephone, Children's pool

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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: Telephone, Children's pool

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Price per night from

$138

Jose's special

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Telephone, Children's pool

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Price per night from

$329

one mile from Disney

Orlando condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Telephone, Children's pool

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Price per night from

$165

Viewing 38 of 1,213
rentals in Anna Maria Island

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