Vacation Rentals & House Rentals in Kissimmee

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68 house rentals

New Luxury Villa Europa with Pool Theater /10 min to Disney

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private indoor pool

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Price per night from

$345

Luxury Town-House in Encantada Resort minutes to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private indoor pool

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Price per night from

$144

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!

Match: Private indoor pool

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Price per night from

$458

THE HAVEN IN EMERALD ISLAND RESORT

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 25 minutes

Match: Private indoor pool

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Price per night from

$172

Lovely house near Theme parks - Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private indoor pool

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Price per night from

$181

BELLA VIDA DREAMS

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private indoor pool

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Price per night from

$190

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Match: Private indoor pool

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Price per night from

$150

Windsor Hills resort Villa w/Pool 2Miles to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

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Price per night from

$326

“Started Rocky But Ended Great!” Booking this villa was easy and the owner was pretty friendly. We ran into a few issues the day of arrival a case of mistaken identity. Called the owner to see of we could check in early and she told me the reservation was canceled. I was devastated, but I knew it had to be a mistake. After about 30 Minutes of showing proof it was determined she had me confused with another guest. She apologized and we checked in successfully. The house was great, clean, and comfortable. It took about a day for the pool heat to function properly but after that the pool and jacuzzi were great. Oh and the washing machine did not work properly. Overall After day 1 Jennifer and Kevin were so accommodating and nice. My family and I really enjoyed staying in this property and it is really close to the disney parks!!!! We would definitely stay again!!!

Match: Private indoor pool

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Price per night from

$230

Luxurious Family-Friendly 5 Bd 12 Guests w/ Screened Pool & Close to Disney

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

Match: Private indoor pool

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Price per night from

$185

Amazing Storey Lake Resort home, private pool, Grill, WIFI, 10 min Disney

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Private indoor pool

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Price per night from

$229

Stunning 4Bd w/ Pool Close to Disney * Storey Lake 2881

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Private indoor pool

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Price per night from

$175

Windsor Hill Villa 2 miles To Disney A/C Game Room.

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

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Price per night from

$306

PARADISE PALMS RESORT Lighting Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

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Price per night from

$281

A MEMORABLE PLACE TO BREAK THE ROUTINE NEAR DISNEY

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 39 minutes

Match: Private indoor pool

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Price per night from

$194

Windsor at Westside Themed Bedroom 8 miles to Dis

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

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Price per night from

$279

Gorgeous 2Bd Apto Close to Disney * Storey Lake ********

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

Match: Private indoor pool

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Price per night from

$133

HOMERIVER Peaceful Villa Beautiful view and paver

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

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Price per night from

$172

Charming Villa w/Pool -New- Close Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

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Price per night from

$205

1090 Cozy Family Home up to 9 & Pool BBQ - Near Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private indoor pool

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Price per night from

$115

Storey Lake Villa close to Club House Near Disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

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Price per night from

$278

PARADISE PALMS RESORT SALT WATER POOL VILLA

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

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Price per night from

$277

5 star Villa 12 min to Disney World with heated Pool

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private indoor pool

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Price per night from

$184

Creekside Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private indoor pool

All filters match

Price per night from

$104

Townhome with heated pool near Disney & Orlando Attractions

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private indoor pool

All filters match

Price per night from

$315

Windsor Hills Villa w/ themed bedrooms 2mi to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

Match: Private indoor pool

All filters match

Price per night from

$307

EXCEPTIONAL 4 Bedroom/Pool Disney Vacation Home

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 35 minutes

Match: Private indoor pool

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Price per night from

$160

Great rentals within 20 miles that match your search

Deluxe Townhome, plus pool area TV!

Clermont townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Deluxe townhouse” Had a great time, The condo was very nice pleasant surroundings, would book there again. Close to many restaurants, and places to visit. Main thing it was close to Disney.

Responds fast! avg. 1 hour 34 minutes

Match: Private indoor pool

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Price per night from

$138

ORLANDO townhouse condo near Disney

Clermont condo

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Match: Private indoor pool

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Price per night from

$138

SPACIOUS AND CLEAN DISNEY RENTAL VILLA IN FLORIDA

Davenport villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private indoor pool

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Price per night from

$96

Beautiful and Spacious Orlando Pool Home

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Awesome Place to Stay!” Stayed there for a week and had an absolute ball. Villa is extremely clean and exactly as pictured on the website. We had so much fun in the pool we forgot the Villa had a pool table! Definitely booking this one again next vacation!

Match: Private indoor pool

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Price per night from

$138

Great Resort Villa next to SeaWorld and near Disney & Universal Studios

Orlando hotel apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

Match: Private indoor pool

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Price per night from

$217

3Bd Sleeps10 w/ Pool & Close to Disney *Festival 282

ChampionsGate house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private indoor pool

All filters match

Price per night from

$137

Westgate Lakes Resort and SPA

Orlando condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 12

Match: Private indoor pool

All filters match

Price per night from

$493

House near Disney

Intercession City house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

Match: Private indoor pool

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Price per night from

$230

Luxury villa,south facing private pool near Disney,Netflix,wifi,bbk

Haines City house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 3 hours 11 minutes

Match: Private indoor pool

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Price per night from

$109

Champions Gate1568MVD Town Houese 4BD/3BA/Pool,Golf,near Disney

Davenport house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“Disney Adventure” My family and I drove from NY to this lovely house and felt right at home. We were a total of 11 and stayed for 10 days. Since the first day we booked the house the owner was attentive and responded very quickly when I wrote to him. The house was well equippped, clean and beautifully decorated. We all loved it so much!!!!

Match: Private indoor pool

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Price per night from

$1,261

sunset hideaway

Davenport house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

Match: Private indoor pool

All filters match

Price per night from

$172

Viewing 38 of 68
rentals in Kissimmee

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