Vacation Rentals & House Rentals in Kissimmee

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92 house rentals

A MEMORABLE PLACE TO BREAK THE ROUTINE NEAR DISNEY

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

Responds fast! avg. 39 minutes

Match: Housekeeping Included Private indoor pool

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Price per night from

$194

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

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Housekeeping Included Private indoor pool

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Price per night from

$138

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Luxury Town-House in Encantada Resort minutes to Disney

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Private indoor pool

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Price per night from

$144

Storey Lake Villa close to Club House Near Disney

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$278

Windsor Hills resort Villa w/Pool 2Miles to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

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Price per night from

$326

HOMERIVER Peaceful Villa Beautiful view and paver

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

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Price per night from

$172

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

1 of 2 match: Housekeeping Included, Private indoor pool

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Price per night from

$305

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

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$228

Creekside Kissimmee

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$121

PARADISE PALMS RESORT SALT WATER POOL VILLA

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

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Price per night from

$277

Windsor Hills Villa w/ themed bedrooms 2mi to Disney

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 12

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$306

BELLA VIDA DREAMS

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$190

Charming Villa w/Pool -New- Close Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

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Price per night from

$205

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: Housekeeping Included, Private indoor pool

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Price per night from

$458

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

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

1 of 2 match: Housekeeping Included, Private indoor pool

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Price per night from

$185

Windsor at Westside Themed Bedroom 8 miles to Dis

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$279

THE HAVEN IN EMERALD ISLAND RESORT

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 25 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$172

PARADISE PALMS RESORT Lighting Villa

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Responds fast! avg. 1 hour 20 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$281

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$150

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

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$345

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

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$175

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

Kissimmee apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

1 of 2 match: Housekeeping Included, Private indoor pool

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Price per night from

$133

5 star Villa 12 min to Disney World with heated Pool

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$184

Lovely house near Theme parks - Kissimmee

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$181

EXCEPTIONAL 4 Bedroom/Pool Disney Vacation Home

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 2 hours 35 minutes

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$160

“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!!!

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$229

Townhome with heated pool near Disney & Orlando Attractions

Kissimmee townhouse

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

1 of 2 match: Housekeeping Included, Private indoor pool

1 of 2 filters match

Price per night from

$315

Private Bath Close to everything

Kissimmee private room

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

1 of 2 match: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$52

Springbank Townhouse

Kissimmee townhouse

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 46 minutes

1 of 2 match: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$158

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: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$246

1 of 2 match: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$191

5 min to theme park! Resort style 3bedroom, POOL

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$213

Vacation Villages at Parkway

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$115

Last week of April. The best place near Disney.

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$229

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: Private indoor pool, Housekeeping Included

1 of 2 filters match

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: Private indoor pool, Housekeeping Included

1 of 2 filters match

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: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$109

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

1 of 2 match: Private indoor pool, Housekeeping Included

1 of 2 filters match

Price per night from

$201

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rentals in Kissimmee

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