Vacation Rentals & House Rentals in Kissimmee

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“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.

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Price per night from

$1,038

9Br/6Ba luxurious Pool House from $300/nt, Close To Disney

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$404

“Very welcoming and worth it !” Me and my family absolutely loved this vacation house everything was so welcoming and near perfect ! This house is definitely something we will never forget and hopefully when we come back we will be able to rent from kim molnar again ! Everything was to a T ! Thank you so much kim !

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Price per night from

$462

Dis Oasis Villa at Windsor Palms Resort - Close to Disney!

Kissimmee villa

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 13

“Wonderful house for a large family group” The beds were comfortable, the house was immaculate and our needs were taken care of instantly by the owner. Close to shopping, restaurants and Disney World parks.

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Price per night from

$401

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Price per night from

$137

Orange Lake Resort Kissimee FL

Kissimmee townhouse

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$380

Dazzling 3 BR/2 BA Ground Floor Condo Near Disney

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$156

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

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Price per night from

$178

8br/6ba pool villa from $280/nt , Close to Disney

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 18

Responds fast! avg. 1 hour 27 minutes

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Price per night from

$347

Windsor Palms Resort Condo Taina

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$133

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Price per night from

$114

Westgate Town Center

Kissimmee hotel apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$202

Lilo's Paradise in Windsor Hills

Kissimmee villa

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 11

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Price per night from

$808

(205) Fantastic Condo, Overlooking Pool - Just 2 miles from Disney!

Kissimmee apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

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Price per night from

$108

Beautiful Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

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Price per night from

$157

Studio Vacation Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$173

Look No Further, Be at Ease ✦ Remarkable Value at Modern Private Oasis

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 7

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Price per night from

$114

River Island - North - East - West Villages at Orange Lake

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$245

Chris and Sue's Disney Condo at Windsor Palms Resort

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

Responds fast! avg. 2 hours 47 minutes

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Price per night from

$101

✧Miles to Disney World - Affordable and Spacious 6 Bedrooms Villa✧

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

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Price per night from

$267

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Price per night from

$267

8164 Windsor Palms Resort

Kissimmee house

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$150

Large Villa / private game room/yard

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 10

“Family vacation” My family was very impressed with the villa. Property manager, George, was very helpful. I would recommend this villa to others. My family will definitely stay at this villa again

Responds fast! avg. 3 hours 15 minutes

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Price per night from

$191

Windsor Hills Disney Townhouse, Newly Redecorated

Kissimmee townhouse

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 8

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Price per night from

$161

Orlando Disney Vacation 1,2 & 3 Bedroom Condos at Orange Lake Resort

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 10

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Price per night from

$289

Bella Vida Resort - 6 Bed 5.5 Baths Villa

Kissimmee villa

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$333

FS327620 - Storey Lake Resort - 9 Bed 5 Baths Villa

Kissimmee villa

  • 9 bedrooms
  • 5 bathrooms
  • sleeps 18

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Price per night from

$557

Elegant Star Island Resort - 2 Bedroom 2 Bath Lockoff w/private balcony

Kissimmee villa

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 8

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Price per night from

$276

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1 Deluxe Studio Villa

Kissimmee villa

  • 1 bedroom
  • 1 bathroom
  • sleeps 4

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Price per night from

$133

DISNEY WORLD SWEETWATER CLUB CONDOMINIUM

Kissimmee condo

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Great vacation stay!!!!” EVERYTHING was above what I expected! The condo was very nice and comfortable I couldn't have stayed in a better area I give this vacation home a 10 all around! I will stay here again and again if/when I visit Florida again!!! THANKS MANNY

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$75

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: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$461

LUXURY DREAMS DISNEY HOUSE PRIVATE POOL SPA GAMEROOM

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

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Price per night from

$403

Windsor Palms Resort/southwestPool/GamesRoom/Gated

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Cozy and great location” Stayed for wife's birthday and it was great. Cozy home with all the extras. Big screen TV to watch the games, gameroom to keep the kids entertained, pool was nice size.10 to 15 mins away from the mouse named Mickey. I Will come again. Recommend 100%. Owner communication is superb...

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$403

Bella Life Dream

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$191

The Florida Pad

Kissimmee villa

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$122

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Price per night from

$267

⭐Affordable Crystal Cove Villa 7 Bedroom & Near Disney⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

1 of 2 match: Table tennis, Golf course on site or within 15 min walk

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Price per night from

$267

SunnyDay

Kissimmee apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 5

Responds fast! avg. 16 minutes

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Price per night from

$133

Viewing 38 of 363
rentals in Kissimmee

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