Vacation Rentals & House Rentals in Kissimmee

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138 house rentals

Cozy One Bedroom Villa in Gorgeous Resort & Spa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

Match: Boat available Staffed property

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Price per night from

$181

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$201

Beautiful Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$156

Two Bedroom Grand Villa at Westgate Town Center Resort (Kissimmee, FL)

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Boat available Staffed property

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Price per night from

$431

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

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 11

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Price per night from

$125

Christmas Week Condo/ Next to Disney/ Dates Flexible/ River Island location

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$197

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Cozy Enchanted Oaks Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Staffed property

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Price per night from

$100

Awesome 3 Bedroom Home, Near Disney free Parking, Free Wi-Fi Shared Pool

Kissimmee townhouse

  • 3 bedrooms
  • 4 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Staffed property

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Price per night from

$224

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Staffed property, Boat available

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Price per night from

$172

Christmas and New Year's Eve in Orlando, FL, 2- 8 people, 12/25-1/1

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Staffed property

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Price per night from

$271

Doorstep of Disney! 2-Bedroom Condo in Kissimmee

Kissimmee condo

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Staffed property

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Price per night from

$276

Spring Break at Silver Lake

Kissimmee condo

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Staffed property

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Price per night from

$203

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: Boat available, Staffed property

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Price per night from

$201

Entire 4BD Home/Near Disney/BBQ/Parking/Wi-Fi/Shared Pool Heated/Great Layout

Kissimmee townhouse

  • 4 bedrooms
  • 5 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Staffed property

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Price per night from

$247

Family-friendly 2-bedroom resort condo

Kissimmee condo

  • 2 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Staffed property

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Price per night from

$68

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: Boat available, Staffed property

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Price per night from

$246

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: Boat available, Staffed property

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Price per night from

$287

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: Boat available, Staffed property

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Price per night from

$109

NEW! Family oasis with private pool. Minutes to Disney!

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Staffed property

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Price per night from

$287

1 of 2 match: Boat available, Staffed property

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Price per night from

$230

Paradise View

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Staffed property

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Price per night from

$172

4801 ML - Ideal Retreat Townhome Oasis with Pool

Kissimmee condo

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 3 hours 40 minutes

1 of 2 match: Staffed property, Boat available

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Price per night from

$117

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Staffed property, Boat available

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Price per night from

$122

Responds fast! avg. 1 hour 12 minutes

1 of 2 match: Staffed property, Boat available

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Price per night from

$132

Vacation Villages at Parkway

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Staffed property

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Price per night from

$115

1 of 2 match: Boat available, Staffed property

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Price per night from

$144

Disney Vacation Rental, Private Townhouse in gated community

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Boat available, Staffed property

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Price per night from

$163

Unit 10- 3 Bedroom Home 7643

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Boat available, Staffed property

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Price per night from

$109

Unit 18- Emerald Island 8551

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Boat available, Staffed property

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Price per night from

$109

Unit 20- Crestwynd 7645

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Boat available, Staffed property

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Price per night from

$109

Unit 25- 3 bedroom Emerald Island 8417

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Boat available, Staffed property

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Price per night from

$109

1 of 2 match: Boat available, Staffed property

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Price per night from

$312

Apartment close to Disney parks

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Boat available, Staffed property

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Price per night from

$183

Beautifully renovated Venetian Bay Townhouse close to Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Staffed property

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Price per night from

$167

Lovely townhome near Disney Parks

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Boat available, Staffed property

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Price per night from

$167

Holiday Haven at Terra Verde Resort

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Boat available, Staffed property

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Price per night from

$172

Unit 14- 3 Bedroom Home 2627

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Boat available, Staffed property

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Price per night from

$109

Unit 6- 3 Bedroom Home 7619

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 7 minutes

1 of 2 match: Boat available, Staffed property

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Price per night from

$109

Viewing 38 of 138
rentals in Kissimmee

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