Vacation Rentals & House Rentals in Kissimmee

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2,427 house rentals

Fantasy Pool Home

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 3 hours 2 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$144

5 Suites Luxury Single Home with private pool RE1492

Kissimmee house

  • 5 bedrooms
  • 6 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$1,234

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

Kissimmee villa

  • 7 bedrooms
  • 5 bathrooms
  • sleeps 18

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$265

Stunning home with private pool near Disney

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 14

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$299

Amazing house with private pool near Disney

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$155

Bella Vida New Phase 6 bedroom Modern Home

Kissimmee house

  • 6 bedrooms
  • 7 bathrooms
  • sleeps 12

Responds fast! avg. 2 hours 19 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$321

Luxury house near Disney

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$241

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: Private outdoor pool (unheated) Towels provided

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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: Private outdoor pool (unheated) Towels provided

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Price per night from

$281

Westside | South Facing Pool | Disney Area | 9110

Kissimmee villa

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Disneyland Holiday” The villa was lovely and clean. It had everything that we needed and was a pleasure to stay there. Thank you for letting us share your lovely home

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$114

Westside | Disney Area | South Facing Pool | 9124

Kissimmee house

  • 6 bedrooms
  • 5 bathrooms
  • sleeps 13

“Great Villa and Great Location!” My family of four plus my mother in law stayed at this property last month. Simply put, it is terrific. The villa has 6 plus bedrooms, numerous bathrooms, a huge pool and spa etc - all of which are luxuriously appointed. We were so close to the Disney parks it made the "Park Hopper" passes we bought very easy to use. We would travel to one park in the morning, return to the villa for lunch and then go to another park in the evening. The villa is located in a very upscale private community and it seemed very safe. I would have no hesitation in recommending this villa to anybody.

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$108

Disney Pool Home - Pet Friendly

Kissimmee house

  • 5 bedrooms
  • 3 bathrooms
  • sleeps 7

“EXCELLENT Property, location and Owner!!” We can highly recommend this Vacation rental property, the location is perfect, very close to the Disney parks, restaurants with varied cuisines, major freeways, etc. The home and pool were EVERYTHING we'd hoped for, it was a very well maintained property, it lacked nothing as everything we required was provided including FREE WiFi! The communication with the owner, Joan, was FIRST CLASS! From the booking thru the rental period and followup afterwards was a very pleasurable experience, we are VERY PLEASED!! We looked at quiet a few PET FRIENDLY properties (we have 3 small dogs) before deciding on this property, mainly due to amenities, location, etc and are pleased to further recommend this property and owner for your vacation property needs! Additionally, we plan on booking this property again if available during out next vacation in the Kissimmee/Orlando area, why look anywhere else?? Our many thanks to the owner Joan and the Property Management for making our stay very memorable!! Thank you Joan!! Mike and Karen Ford

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$166

4 Bedrooms villa - Storey Lake

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$148

5 bedroom villa at Storey Lake

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$148

Luxury 6 Bedroom Home with Pool at Windsor Hills Resort

Kissimmee house

  • 6 bedrooms
  • 4 bathrooms
  • sleeps 14

“awesome” I fell in love with this home the moment I opened the door it felt like home I had one problem an it was fix very fast the person book with was very nice an on point an work with me

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$171

3 bed 3 bath Townhome End Unit with Lake View! Sleeps 6

Kissimmee house

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

Responds fast! avg. 3 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$91

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: Private outdoor pool (unheated) Towels provided

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Price per night from

$149

Pleasant townhouse at Storey Lake

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Responds fast! avg. 29 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$137

Florida Jewels

Kissimmee villa

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided

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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: Private outdoor pool (unheated) Towels provided

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Price per night from

$172

Family Friendly 4Bd PV Pool * Storey L Resort 4896

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 12

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$144

Amazing 4 Bedroom Close to Disney *Compass Bay Resort 5161

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$101

Family Friendly 5 Bedrooms Home Close to Disney 4849

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$155

Charming 4Bd w/ Pool * Storey Lake Resort Orlando 4861

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$146

Four Bedrooms TownHome Close to Disney 5162A

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$116

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: Private outdoor pool (unheated) Towels provided

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Price per night from

$344

Four Bedroom w/ Screened Pool Close to Disney 4563

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 9

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$106

Family Friendly 4Bd Near Disney * Compass Bay 5116

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$103

Dream Townhome with private pool close to disney SL4806

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 13

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$269

Location/Lake View! 4BR- Gated Resort, Compass Bay (3183TC)

Kissimmee townhouse

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$125

Four Bedrooms TownHouse close to Disney 5120

Kissimmee house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$115

Dream Vacation Home Close to Disney SL4839

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$248

“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: Private outdoor pool (unheated) Towels provided

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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: Private outdoor pool (unheated) Towels provided

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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: Private outdoor pool (unheated) Towels provided

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Price per night from

$687

4BR Lake View! Free Waterpark * Storey Lake! (3155PP)

Kissimmee house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$190

Lake View! Free Waterpark! Modern 5BR- Windsor at Westside (8890GC)

Kissimmee house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$185

Oakhill Disney Villa

Kissimmee villa

  • 4 bedrooms
  • 2 bathrooms
  • sleeps 8

Responds fast! avg. 1 hour 8 minutes

Match: Private outdoor pool (unheated) Towels provided

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Price per night from

$194

Viewing 38 of 2,427
rentals in Kissimmee

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