Vacation Rentals & House Rentals in Kissimmee

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1,059 house rentals

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“Perfect localtion and great house with a perfect pool.” I'm a rookie at time sharing, but the owner helped me all the way. We saved money by staying here instead of inside Disney. The location was only 10 to 15 minutes for all of the Parks.

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$1,026

Sunset Dream, Lake Views, Hot Tub, Disney 4 Miles

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$326

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$319

Your Own Private Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$206

NEAR Major theme parks,Perfect vacation getaway home, private pool!.

Kissimmee house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$206

Fairytale Escape

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$115

Fantastic Orange Blossom Villa includes a Gameroom and Private Pool

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“excellent” great location, clean, quite.... great for a family get away. game room needs update, pool is big. nice time with the family.

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$286

One of the closest communities to Disney!

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$215

BSV626 - *FREE POOL HEAT* Beautiful 5 Bed Townhome in Windsor Island Resort

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$125

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$571

Magical Storey 5bd Home w/Gameroom

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 10 minutes

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$348

Amazing resort home near disney and other parks

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 17

Match: Shared outdoor pool (unheated) Private outdoor pool (heated)

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Price per night from

$377

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Disney Vacation Home W Heated Pool/Spa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$274

Trafalgar Village 4 bed / 3 bath pool & spa

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$103

Incredible house with private pool and jacuzzi

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$144

Brand New 9-Bedroom Pool Villa Minutes from Disney

Kissimmee house

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 26

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$684

5mins from Disney -7BR/5.5BA Pool/Game Room/Disney

Kissimmee house

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 16

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$287

Responds fast! avg. 3 minutes

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$149

Responds fast! avg. 3 minutes

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$177

Seven Palms at Waterford Way

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Decent” Nice for a gate away. The rugs in the bathrooms need to be washed and the b es were uncomfortable. Location was great near everything.

Responds fast! avg. 3 hours 11 minutes

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$183

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$286

Mickey's Magical Villa

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

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Price per night from

$343

5 DAY MINIMUM STAY *Lakeside Retreat Near Disney, Orlando and Beaches*

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$160

Luxury Detached Villa with Private Pool

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$136

Relax and Enjoy

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 16

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$542

Dream family vacation rental villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$280

Affordable luxury with heated private pool

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$183

My Disney Castle, Windsor Hills Pool Villa located 2 miles from Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$428

✩Luxury✩ Memories at Storey Lake 5 Min from Disney

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$257

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$291

V2551 Disney-Private pool-Lake view 12BR/11.5BA

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 29

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$684

Club Walt, Brand new 15 bedroom, 16 bathroom luxury home

Kissimmee house

  • 15 bedrooms
  • 16 bathrooms
  • sleeps 36

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$1,597

Disney vacation home by Private lake

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$810

Premier Florida vacation home

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$194

Upscale 6BR w/Private POOL, GAME ROOM by DISNEY

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$284

Sunshine Tree Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$457

Responds fast! avg. 3 minutes

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$154

Stunning 5 Bed 4 Bath Villa with own pool on Lake Berkley resort (ref 01BV)

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 3 minutes

1 of 2 match: Shared outdoor pool (unheated), Private outdoor pool (heated)

1 of 2 filters match

Price per night from

$172

Viewing 38 of 1,059
rentals in Kissimmee

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