Vacation Rentals & House Rentals in Kissimmee

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383 house rentals

“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: Children's pool Sea view

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Price per night from

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Star Island

Kissimmee hotel apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$110

Charming Kissimmee condo

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$115

4 bedrooms / 3 bath up villa near to Disney!

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, 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: Sea view, Children's pool

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Price per night from

$201

ORANGE LAKE RESORT CLOSE TO DISNEY WORLD

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Children's pool

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Price per night from

$294

Jose's special

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$328

WESTGATE Vacation Rental Orlando

Kissimmee apartment

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Children's pool

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Price per night from

$287

Apartment in Orlando

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$98

Responds fast! avg. 3 minutes

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$149

Responds fast! avg. 3 minutes

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$178

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

Kissimmee apartment

  • 3 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$98

4/3 Home in Kissimmee, near WDW !!!

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$453

2nd Floor One Bedroom Runaway Beach Club Resort

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Children's pool

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Price per night from

$172

Westgate Town & Center Four Bedroom Grand with 2 patio's

Kissimmee condo

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 16

Responds fast! avg. 55 minutes

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$352

Westgate Town & Center 2 Bedroom Grand

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 55 minutes

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$205

Amazing Resort Condo near Disney fully renewed

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$137

Pet-friendly 1-bedroom condo at gold crown resort, minutes from Disney

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$182

Relaxing sunnyside villa

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$101

RVH_059R Centre Court Haven

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$197

Disney Water Park Heated Pool Optional

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$269

Near to Disney, in heart of Kissimmee,12 Beds,!2 Baths.30Parsons sleep

Kissimmee house

  • 12 bedrooms
  • 12 bathrooms
  • sleeps 25

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$457

Vacation Village at Parkway: 1-bedroom Type B, Sleeps 4, Kitchen

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 2 hours 26 minutes

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$178

Spring Break at Silver Lake

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$203

FS343802 - Windsor At Westside Resort - 7 Bed 6 Baths Villa

Kissimmee villa

  • 7 bedrooms
  • 6 bathrooms
  • sleeps 14

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$490

Joyful Home at the best resort in Orlando

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 13

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$241

RVH_216R Sunset Oasis

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$185

RVH_171R Whisper Way's Finest

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$197

RVH_054R Centre Court Golf Views

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$204

RVH_126R Cabana Court Paradise

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$197

Family-friendly 2-bedroom resort condo

Kissimmee condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$68

Amazing resort home near disney and other parks

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 17

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$378

Wonderful home close to disney & universal

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 13

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$304

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: Sea view, Children's pool

1 of 2 filters match

Price per night from

$201

Family-Friendly Condo Short Drive to Disney w/ WiFi & Resort Pools

Kissimmee house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$113

Family-Friendly Condo Short Drive to Disney w/ Resort Pools & More!

Kissimmee house

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Responds fast! avg. 1 hour 27 minutes

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$86

Lovely 3BR/3BH New Pool& Slide, 3 Miles to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing” Townhouse was perfect..walking distance to Old Town..and the heated pool, AMAZING!!Inquiring about purchasing a unit, that’s how nice this place is..

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$138

DISNEY DREAM LUXURY HOME PRIVATE WATERPARK POOL SPA

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

“Perfect- it was better than what we had imagined.” The communication with the owner was what really surprised me. He was very responsive to all of my questions prior to our arrival. The house was very clean and in a great location. We were 15 minutes from Magic Kingdom and had many stores around the location of the house. I would not doubt to referred this home to anyone looking to spend a weekend in Orlando. We will definitely visit again!

1 of 2 match: Sea view, Children's pool

1 of 2 filters match

Price per night from

$457

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