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Kissimmee Vacation Rentals with pool(5,168)

5,168 Results
$193 - $251
per night
3 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night min stay
(14)
$120 - $179
per night
4 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night min stay
(32)
$225 - $249
per night
3 - 7 night min stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
3 - 7 night min stay
(23)
  • 6 BR,
  • 4 BA,
  • Sleeps 16
3 - 7 night min stay
(40)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 night min stay
(182)
  • 7 BR,
  • 6 BA,
  • Sleeps 16
7 night min stay
(53)
$230 - $520
per night
4 - 6 night min stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
4 - 6 night min stay
(10)
$175 - $239
per night
4 - 7 night min stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
4 - 7 night min stay
(61)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
2 - 7 night min stay
(27)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
7 night min stay
(39)
$2,205 - $3,395
per week
7 - 21 night min stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
7 - 21 night min stay
(13)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 night min stay
(86)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night min stay
(7)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night min stay
(37)
$79 - $149
per night
4 - 5 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night min stay
(66)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
6 - 7 night min stay
(28)
$109 - $199
per night
6 - 7 night min stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 - 7 night min stay
(47)
  • 5 BR,
  • 4 BA,
  • Sleeps 11
5 - 7 night min stay
(25)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 night min stay
(47)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night min stay
(57)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night min stay
(76)
  • 4 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 8
5 - 6 night min stay
(30)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 14 night min stay
(67)
  • 3 BR,
  • 3 BA,
  • Sleeps 10
2 - 5 night min stay
(71)
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 7 night min stay
(18)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 6 night min stay
(10)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 14 night min stay
(34)
$130 - $220
per night
2 - 4 night min stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
2 - 4 night min stay
(16)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
4 - 12 night min stay
(15)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 10 night min stay
(40)
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Recent Kissimmee Reviews

Beautiful and clean, clean, clean!!!!!

5 of 5
This was the absolute perfect place to stay for our family of 5! Our teenage kids absolutely loved having their own room and tv to relax after long days in the parks! We loved having our morning coffee on the screened in patio before we started our busy days!! Every bathroom(3) was super clean, every bed was very comfortable and all the furniture was great quality and up-scale! The kitchen was super clean and had everything we possibly needed! The location was close to restaurants, supermarkets, and all the Disney parks! We can't say enough kind words about Bill and Pam! They take great pride in their condo and it showed! Pam was at their own condo that week and was very warm and welcoming! Bill stopped by on the day we were leaving to meet us and ask us about our stay! They are easy to work with, very kind and helpful, and we will choose their place again anytime we come here! It's peaceful, convenient, has every amenity you need whether your family is young or teenagers, and is a true quality place!
  • Submitted: Mar 7, 2015
  • Stayed: Feb 2015

Great experience for first time renting.

5 of 5
A group of eleven of us stayed at this home very comfortably. The property is very nice and the inside is well kept. It's a corner lot, which we really enjoyed and you don't feel like the neighbors are on top of the house. The pool was very nice. How the temperature regulation for the pool worked was hard to understand but the policy does state it heats off the days temperature; the hot tub part of it just didn't seem to heat up on the warmest day we were there though. However, for eleven adults we used it frequently while there. It's conveniently located as it’s tucked away a short distance from the busy streets. Both the home's owner and manager communicated with me in a timely manner. We did not use the clubhouse at all and friends went there and they were out of most of the alcohol with only one or two selections left. There is so much to do at the home though, we didn't need the clubhouse.
  • Submitted: Mar 4, 2015
  • Stayed: Feb 2015

Excellent experience.

5 of 5
Our week long stay would have cost us the same amount to stay at a resort hotel and we would of been jammed into a couple hundred square foot room. Making the choice to rent a home is the way to go. Spacious vacation living , washer & dryer , kitchen , private pool. Incredible value for our money.
  • Submitted: Feb 21, 2015
  • Stayed: Feb 2015