Vacation Rentals & House Rentals in Kissimmee

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1,584 house rentals

⭐Great Value Villa w/ Private Pool - Nearby Disney Resort⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Games room Private outdoor pool (unheated)

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Price per night from

$265

Bella Vida New Phase 6 bedroom Modern Home

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 19 minutes

Match: Games room Private outdoor pool (unheated)

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Price per night from

$321

7BR, 5 Star Resort, 3 Miles to Disney, Pool/Spa, South Facing Pool

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

“This was a perfect size and place to enjoy The area with my class.” This was a perfect size and place for my Sp. Needs class to anchor down as we enjoyed the area.The pool was great.

Responds fast! avg. 2 hours 2 minutes

Match: Games room Private outdoor pool (unheated)

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Price per night from

$344

⭐⭐⭐Disney Contemporary 3 ⭐⭐⭐

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 13

“Cheerleading Comp” We had a great time and the house was more then we could ask for. There was so much room the beds were all very comfortable . The house was clean it ready for our stay on time. The pool was clean large area to sit and relax. The rooms were large and had lots of room for your things. The area is very quiet and close to everything. I will for sure rent this home again in the future and would recommend to friends and family.

Match: Games room Private outdoor pool (unheated)

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Price per night from

$281

Unique 5 Star Home - Private Pool, Free SOLAR Pool heat, WIFI, BBQ, Disney

Kissimmee house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 7

“Violet lane” Home was clean and charming.We enjoyed the pool and privacy greatly. Owner thought of most anything we may need, except one; toilet paper. This was our first time staying in a private home rather than a hotel so perhaps it isn’t a given but if we had known, it would have saved us an immediate trip to store. I cannot speak for other guests but felt that not starting laundry, despite stating was not mandatory, not doing so may affect my deposit. A few other minor issues: missing ping pong table, “key?” to working slot machines, how, or if, the ice maker worked and where the garage door opener was located(we did find on the furnace in the garage the day before we left), and whether the swinging chair was safe to use, despite the crack, may have been problems easily remedied with a phone call but ultimately not important enough to bother owner and take time away from us. Not meant to be a negative review, it is not. Overall, we had a lovely time and would stay again. However, it seemed important to be honest in regard to our experience.

Match: Games room Private outdoor pool (unheated)

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Price per night from

$149

Florida Jewels

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (unheated)

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Price per night from

$187

Disney Memories. Beautiful 4 Bedroom, 3 Bath,

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 57 minutes

Match: Games room Private outdoor pool (unheated)

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Price per night from

$172

7BR, 5 Star Resort, Pool/Spa, 3 Miles to Disney

Kissimmee house

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 16

Responds fast! avg. 2 hours 2 minutes

Match: Games room Private outdoor pool (unheated)

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Price per night from

$344

“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 !

Match: Games room Private outdoor pool (unheated)

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Price per night from

$458

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.

Match: Games room Private outdoor pool (unheated)

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Price per night from

$400

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

Kissimmee villa

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Games room Private outdoor pool (unheated)

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Price per night from

$687

Oakhill Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 8 minutes

Match: Games room Private outdoor pool (unheated)

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Price per night from

$194

⭐ Spacious and Comfortable Villa - Near Theme Parks ⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

“Fantastic Stay” The home was in a beautiful community and there was a huge resort pool with all the things one would look for in a resort setting. The home itself was immaculate and very clean upon arrival. The beds were all comfortable and the rooms were spacious. We enjoyed the home and the resort so much that we actually spent a few days less at the parks. The reservation process was simple and straightforward. All in all a great vacation!

Match: Games room Private outdoor pool (unheated)

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Price per night from

$265

2600YA Luxury & Gorgeous Private Pool

Kissimmee villa

  • 7 bedrooms
  • 8 bathrooms
  • sleeps 17

Match: Games room Private outdoor pool (unheated)

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Price per night from

$263

Treat Yourself and Family to a Deluxe Villa w/ Superb Rooms+Private Hot Tub

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

“A good choice for our family” This place was as expected, except that the floors needed mopping. This home is advertised as children friendly, but bare feet and small children soon became dirty by crawling on these floors! We began our stay by double mopping both ground and upper floors, as well as the stairs. Other than that, we were happy with our stay, and would choose this place again!

Match: Games room Private outdoor pool (unheated)

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Price per night from

$137

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

Match: Games room Private outdoor pool (unheated)

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Price per night from

$177

4718SH - Storey Lake

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Games room Private outdoor pool (unheated)

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Price per night from

$194

Prestige 5: Lux Windsor West, S Fc Pool, Lake View

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

“Awesome vacation.” We were very impressed with this home. We had all the comforts of home. Spacious area, quite neighborhood. We enjoyed the hot tub and pool. It was a short drive without much traffic to Disney. We would recommend this home to others.

Match: Games room Private outdoor pool (unheated)

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Price per night from

$687

Bella Vida Resort 1

Kissimmee house

  • 8 bedrooms
  • 5 bathrooms
  • sleeps 16

Match: Games room Private outdoor pool (unheated)

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Price per night from

$423

Storey Lake Resort 95

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 16

Match: Games room Private outdoor pool (unheated)

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Price per night from

$332

Match: Games room Private outdoor pool (unheated)

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Price per night from

$490

Match: Games room Private outdoor pool (unheated)

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Price per night from

$264

Match: Games room Private outdoor pool (unheated)

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Price per night from

$265

Wonderful House with Pool SO2683

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Games room Private outdoor pool (unheated)

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Price per night from

$1,234

Storey Lake Resort 218

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 22

Match: Games room Private outdoor pool (unheated)

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Price per night from

$332

Storey Lake Resort 217

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 20

Match: Games room Private outdoor pool (unheated)

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Price per night from

$332

Storey Lake Resort 16

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (unheated)

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Price per night from

$259

Sonoma Resort 89

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 10

Match: Games room Private outdoor pool (unheated)

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Price per night from

$221

Storey Lake Resort 311

Kissimmee house

  • 9 bedrooms
  • 6 bathrooms
  • sleeps 18

Match: Games room Private outdoor pool (unheated)

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Price per night from

$332

Match: Games room Private outdoor pool (unheated)

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Price per night from

$236

Bella Vida Resort 5 Bedroom Home with Pool (1870)

Kissimmee house

  • 5 bedrooms
  • 5 bathrooms
  • sleeps 15

Responds fast! avg. 1 hour 59 minutes

Match: Games room Private outdoor pool (unheated)

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Price per night from

$211

⭐ 6 Bedrooms 5 Bathrooms Villa - Great Deal! - Near Disney World ⭐

Kissimmee villa

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Match: Games room Private outdoor pool (unheated)

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Price per night from

$265

Storey Lake Resort 402

Kissimmee house

  • 6 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Games room Private outdoor pool (unheated)

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Price per night from

$259

⭐Good Location for Theme Parks - Spacious 7 Bedrooms Villa⭐

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Games room Private outdoor pool (unheated)

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Price per night from

$265

Prestige 4: New South Facing Lake View 8BR/6BA

Kissimmee house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 20

“Just perfect for our large (and growing) family!” This home was absolutely exceptional for our family vacation! There was plenty of room for our children and grandchildren! This home is close to Universal Studios/Harry Potter Land. However, there was really no need to leave. The pool/hot tub was enjoyed by everyone. The larger pool on the grounds was a favorite of our littlest granddaughter! The home was well-equipped with everything we needed, from plenty of towels, to pots/pans/slow cooker...We have rented vacation homes many times. This was one of our favorites!

Match: Games room Private outdoor pool (unheated)

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Price per night from

$687

Dream Vacation Home Close to Disney SL4788

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

Match: Games room Private outdoor pool (unheated)

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Price per night from

$1,234

Match: Games room Private outdoor pool (unheated)

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Price per night from

$745

Grand Cumbrian

Kissimmee villa

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Games room Private outdoor pool (unheated)

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Price per night from

$212

Viewing 38 of 1,584
rentals in Kissimmee

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