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Kissimmee Vacation Rentals with Air Conditioning(380)

380 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night minimum stay
(68)
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 7 night minimum stay
(11)
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 6 night minimum stay
(23)
$66 - $79
per night
4 - 30 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 30 night minimum stay
(28)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(28)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 - 27 night minimum stay
(15)
$169 - $219
per night
3 - 5 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
(19)
$130 - $210
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night minimum stay
(9)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 night minimum stay
(8)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 6 night minimum stay
(8)
$119 - $214
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(7)
  • 6 BR,
  • 4 BA,
  • Sleeps 15
3 - 7 night minimum stay
(20)
$179 - $371
per night
3 - 7 night minimum stay
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night minimum stay
(6)
$115 - $164
per night
5 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
5 - 7 night minimum stay
(11)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(13)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
3 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 - 5 night minimum stay
(3)
$199
per night
3 night minimum stay
  • 4 BR,
  • Sleeps 10
3 night minimum stay
(3)
$464 - $764
per night
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 night minimum stay
$109 - $175
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
1 Review
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 night minimum stay
(42)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
4 - 6 night minimum stay
1 Review
$140 - $180
per night
3 - 6 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 6 night minimum stay
1 Review
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(28)
  • 6 BR,
  • 6 BA,
  • Sleeps 12
6 night minimum stay
2 Reviews
$82 - $120
per night
2 night minimum stay
  • 1 BR,
  • 1 BA,
  • Sleeps 4
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
1 Review
$110 - $140
per night
3 - 6 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 6 night minimum stay
(7)
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Recent Kissimmee Reviews

Beautiful & perfectly appointed home!

5 of 5
This property is well-maintained and the owners have gone above and beyond to make their guests feel welcome. Everything, absolutely everything, has been given that special touch. The pool area is great with nice patio furniture and there are even beach towels if you have forgotten your at home. Staying here is so much better than a hotel because you get to stay in a picture-perfect resort home with all the comfort and none of the hassle...it's the best of both worlds!!
  • Submitted: Sep 23, 2014
  • Stayed: Jun 2014

Lovely home

5 of 5
The property is impressive and furnished to a high standard. Plenty of room for everyone. Indoor air conditioned games room is a huge bonus as usually games rooms are located in the garage and in the Summer the heat makes them unusable.. Lovely view out by the swimming pool of the lake and wildlife. Very convenient location to the 192 and all its attractions and shops. Would happily and confidently recommend this property to others.
  • Submitted: Sep 11, 2014
  • Stayed: Jul 2014

BEAUTIFUL CONDO IN PERFECT LOCATION!

5 of 5
We have been to the Orlando/Kissimmee, Florida area several times with our children, but always rented a hotel/motel for whatever we could find for a good price. This time since our 2 youngest were now teenagers we decided to rent a home so everyone could have their own space. After searching for many hours and reading through an exuberant amount of listings and reviews, we decided that this condo looked to be the best decision for our family. I emailed Bill and we soon became friends. He was very nice to chat with, both in email and over the phone and even offered suggestions regarding things to do, places to go and restaurants to eat at. His restaurant choices were excellent! Now for the Condo. We were very nervous and worried that the pictures couldn’t possibly be for real, in light of the low cost of the home. However, when we walked through the door we were all in awe at how beautiful this condo is. As I have gotten older I find that I am extremely picky about where I eat and where I lay my head at night. It was very spacious, very clean, and had every necessity we needed. And the location was perfect, with minutes to many restaurants, grocery stores, and very close to all Disney/Universal parks. We also drove over to Cocoa Beach for a day! My only complaint about our vacation was the weather as it was extremely hot, but lucky for us the air conditioning in the condo worked great and we were delighted to walk through the door every night. I have nothing but nice things to say about this condo, Bill and our entire vacation. I look forward to coming back that way and booking from Bill and his wife again!
  • Submitted: Sep 3, 2014
  • Stayed: Aug 2014