Vacation Rentals & House Rentals in Kissimmee

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87 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: Sea view Swing set or jungle gym

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Price per night from

$1,033

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Beautiful resort townhouse near Disney with a pool

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$166

RVH_171R Whisper Way's Finest

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$197

Wyndham Bonnet Creek Resort

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

“Wonderful Stay!” We had a wonderful Christmas break at Wyndham Bonnet Creek. This was the best vacation rental ever! The resort is beautiful, quiet but close to everything, WDW theme parks, restaurants, shopping centers, etc. It has all the amenities you would expect. Kids loved the pools and hot tubs. The condo was very clean and spacious, with a full kitchen and a big dining table. We all enjoyed our stay. Highly recommended! Randy (the owner) was very responsive to our inquiry and questions and had everything set up for us before we arrived. Thanks!

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$246

Family friendly townhouse near local attractions

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 5 minutes

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$109

Star Island Resort 3BR Dec 17-19, 15 Minutes from Walt Disney World

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$287

Last week of April. The best place near Disney.

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$229

Premium Kissimmee Timeshare rental

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$329

Beautiful Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

1 of 2 match: Sea view, Swing set or jungle gym

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Price per night from

$156

Beautifully renovated Venetian Bay Townhouse close to Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$167

Crystal Cove - 4 Bed 3 Baths Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$229

Crystal Cove - 5 Bed 3.5 Baths Villa

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$292

BT51886 - Crystal Cove - 4 Bed 3 Baths Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$229

BT51693 - Crystal Cove - 4 Bed 3 Baths Villa

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$229

⭐Fabulous Villa w/ Private Pool - Few Miles to Disney⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$369

FS238935 - Storey Lake Resort - 4 Bed 3 Baths Townhouse

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$214

Fantastic Designer 4 BD TH , 12 mins to Disney

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 11

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$144

Holiday Haven at Terra Verde Resort

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$172

1-105 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$103

9-104 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

8-108 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

6-303 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$125

3-103 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

7-102 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

8 Minutes to Disney! Spacious Family Home in Margaritaville Resort in Kissimmee!

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$287

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$163

2-104 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

2-205 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

11-104 Legacy Dunes Resort in Kissimmee Florida

Kissimmee apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

4-101 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

Disney World 2 Miles

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$136

Near Disney, 5 Star Princess Themed Home and Resort

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$659

2-306 Legacy Dunes Resort in Kissimmee Florida

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$114

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$181

Prestige 3: New Lux Home, South Fc Lake View, Pool

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$689

Windsor Palms 4/3 Pr. Pl., Hot Tub, Jacuzzi/Games

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Amazing house!” We have amazing family time! This house is excellent with great location! We'll be back soon! I recommend

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$177

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$160

Windsor Hills 5BR/ 5BA SF Pool Villa,3MI to disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 33 minutes

1 of 2 match: Sea view, Swing set or jungle gym

1 of 2 filters match

Price per night from

$247

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rentals in Kissimmee

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