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Kissimmee Rentals

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Kissimmee Rentals

4,272 house rentals

Cleveland at Windsor Hills

Kissimmee studio

Studio / 2 bathrooms / Sleeps 6

$109

1 / 18

AMAZING 2 BEDROOM RESORT STAY

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 8

$157

1 / 8

Indulge in a 2 Bedroom 2 Bath Condo

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 8

$142

1 / 15

NEW LUXURY 6Beds at THE ENCORE HOME at REUNION

Kissimmee house

6 bedrooms / 6 bathrooms / Sleeps 12

$399

1 / 22

Elegant, luxury & affordable 7 Bed 5.5 bathrooms at prestigous Emerald Island

Kissimmee villa

7 bedrooms / 6 bathrooms / Sleeps 18

$175

1 / 39

Encore Resort 131 - Exclusive villa with private pool and free shuttle to parks

Kissimmee house

8 bedrooms / 7 bathrooms / Sleeps 16

$385

1 / 18

Cozy 3 bedroom / 2 bathroom House With Private Pool And Scenic Lake View

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 23

Wonderful home in Crystal Cove Resort 5 bed (4741BD)

Kissimmee house

5 bedrooms / 5 bathrooms / Sleeps 10

$105

1 / 32

Stunning 6 bed villa with modern decor and private pool and spa overlooking wate

Kissimmee house

6 bedrooms / 5 bathrooms / Sleeps 12

$145

1 / 25

Villa Yvette, a 3 Bedroom Villa at the Venetian Ba

Kissimmee apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“Awesome place!!” I highly recommend staying here. The place was very clean and quite. It was everything we could have asked for. We really enjoyed walking around the complex with the views of the ponds. It was very conveniently located just a few minu

$85

1 / 15

Bella Vida 4 Bedroom Townhome

Kissimmee townhouse

4 bedrooms / 3 bathrooms / Sleeps 8

$110

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The Mouse House Florida, Rental includes a Pool and in Excellent Location

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 8

“Great House, Great Location we all loved it.” The Mouse House is perfectly located at only a short 10 minute drive to Disney resorts and with easy access to road main links to all the other area attractions but is set within a quiet area that is idea

$111

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Magic Mirror at Seven Dwarfs

Kissimmee studio

Studio / 3 bathrooms / Sleeps 10

$134

1 / 23

Modern 3 Bedroom Condo, Sleeps 6+, 2 Miles to Disney

Kissimmee apartment

3 bedrooms / 2 bathrooms / Sleeps 6

“Home away from home, but better!” This condo was very spacious, clean and comfortable with all of the needed amenities just like home. Check in was quick and easy, regardless of what time you arrive. Right away, we felt safe with the gated, secure che

$85

1 / 81

Encore Resort 518 - Exclusive villa with private pool and free shuttle to parks

Kissimmee house

8 bedrooms / 6 bathrooms / Sleeps 16

$482

1 / 18

Vista Bay Villa

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 6

$99

1 / 15

Luxury villa with own pool/spa. Conservation view. Gated Resort near Disney

Kissimmee villa

4 bedrooms / 2 bathrooms / Sleeps 8

$115

1 / 33

Disney Fireworks View B/yard, 3 Miles To Disney

Kissimmee house

5 bedrooms / 4 bathrooms / Sleeps 10

$150

1 / 24

Vacation Heaven in this beautiful 2Bed/2Bath Condo

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 5

$60

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2 Miles to Disney Top-ranked Resort,Huge Townhome

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 10

“Great Location!” We really enjoyed our stay. The townhouse is comfortable, clean and convenient to the Disney parks. I would definitely stay here again or recommend it to family and friends.

$110

1 / 18

Luxury 4 Bedroom Villa w/pool, 2 Miles from Disney

Kissimmee house

4 bedrooms / 3 bathrooms / Sleeps 8

“Beautiful Home, It was so relaxing and comfortable!!” Our family had a wonderful time on our Vacation. The location was very convenient. The pool and hot tub was great. The house was amazing, and my children loved it, I like the entrance to the pool a

$112

1 / 15

Villa Out of the Blue

Kissimmee villa

5 bedrooms / 5 bathrooms / Sleeps 11

$225

1 / 19

Luxury 2 miles from Disney w/Princess Rm, Pool/Spa

Kissimmee house

6 bedrooms / 4 bathrooms / Sleeps 12

“Great place” The location is perfect. The owners were easy to work with. I feel they red to find a better. Leaning company. Not as clean as I would have liked. Overall it was a great place to stay.

$175

1 / 18

3BR Kissimmee Home Near Disney w/Private Pool

Kissimmee house

3 bedrooms / 2 bathrooms / Sleeps 8

$129

1 / 28

Holiday Inn Club Vacations At Orange Lake Resort, Near Disny, 3/25to4/1 $140/Day

Kissimmee condo

2 bedrooms / 2 bathrooms / Sleeps 7

$50

1 / 5

Terra Verde 5 Bedroom with Conservation View

Kissimmee villa

5 bedrooms / 3 bathrooms / Sleeps 10

“Very nice” The home was just as promised. It was clean and well kept. The location was a straight shot to disney. We didn't have to go on the toll road. Terra verde was great also. I liked the idea of a safe and secure place to stay in a home away fro

$180

1 / 17

Spacious 4-bed lakeside pool villa near Disney

Kissimmee villa

4 bedrooms / 2 bathrooms / Sleeps 10

“Peaceful location with stunning views” We had a wonderful holiday in this lovely villa. It is spacious and well appointed everything was beautifully clean. The estate is quiet and peaceful considering how close it is to the 192 and all it has to offer

$107

1 / 35

Disney Sunsetlakes villa

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 8

$110

1 / 15

Kensington at Terra Verde

Kissimmee studio

Studio / 3 bathrooms / Sleeps 10

$144

1 / 21

Homestead Mahogany -5br, Private Screened Pool/Spa, Grill, FREE Waterpark Access

Kissimmee house

5 bedrooms / 6 bathrooms / Sleeps 10

$425

1 / 36

5127 Family Friendly 4 Bedroom close to Disney in Orlando Area

Kissimmee house

4 bedrooms / 4 bathrooms / Sleeps 8

$113

1 / 29

The Charming Mickey's Tree House,

Kissimmee villa

4 bedrooms / 2 bathrooms / Sleeps 9

“Awesome vacation!!” My husband and I took our 3 year old daughter and had a wonderful time. The house had everything we needed and more. We felt right at home from the time we got there until the time we went home. The pool and hot tub were perfect

$100

1 / 16

Windward Cay Florida Villa - Kissimmee, Fla., USA

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 6

“Perfect” House was great and in a good location. Loved the privacy of the pool and the wild Florida in the back yard. Only complaint was that we had to watch the Super Bowl on a small TV.

$115

1 / 135

Free Pool Heat and Total Privacy - The Private Retreat, Minutes from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 6

$100

1 / 37

Villa Linton

Kissimmee house

5 bedrooms / 3 bathrooms / Sleeps 12

“Large home with easy access to Disney” This home was large enough for our whole family (7 adults) to sleep comfortably and it was so easy to get to the parks quickly before the crowds! Our adult children felt like kids again in the Scooby Doo room.

$155

1 / 18

Mickey's Retreat - Kissimmee Near Disney Free WiFi

Kissimmee villa

3 bedrooms / 2 bathrooms / Sleeps 6

“Amazing, perfect holiday” we stayed here in May for 2 wks and I can not recommend it enough, lovely welcome back and visit from the owner to check all was ok, location was perfect as near to everything , we loved it so much we are booking again for

$115

1 / 52

Luxurious 3 Bedroom Townhome-1.5 miles from Disney

Kissimmee villa

3 bedrooms / 3 bathrooms / Sleeps 7

“Great Experience” The villa did not disappoint and was a great place for my family and I to stay during our world wind visit to Disney. I would recommend this place to anyone who is going to Orlando with a large group :-)

$80

1 / 13

Colonial type Villa in a beautiful setting.

Kissimmee villa

6 bedrooms / 5 bathrooms / Sleeps 16

“A very welcoming home.” Our second stay and as great as the first time. A decorated Christmas tree greeted us, which was very nice. There was a bottle of wine to celebrate the New Year. The heated pool and hot tub were great. The home was near sho

$155

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