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Kissimmee Area Villa Rentals(877)

877 Results
$166 - $229
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(13)
$120 - $179
per night
5 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
(29)
$2,205 - $3,395
per week
7 - 21 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
7 - 21 night minimum stay
(11)

Why HomeAway?

We're the leader in vacation rentals
More than one million listings worldwide
Experienced property owners or managers
Average five years in the business
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 night minimum stay
(81)
$1,100 - $1,750
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
7 night minimum stay
(38)
$160 - $190
per night
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(34)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
(47)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(56)
$279 - $349
per night
3 - 10 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 10 night minimum stay
(40)
  • 6 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 14
3 - 7 night minimum stay
(12)

Why HomeAway?

We help you travel with confidence
Every listing guaranteed against fraud
We offer a best price guarantee
No booking fees and low online prices
$150 - $200
per night
5 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
(68)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
(39)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
7 - 14 night minimum stay
(35)
$143 - $310
per night
5 - 7 night minimum stay
  • 6 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 14
5 - 7 night minimum stay
(11)
  • 8 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 19
3 - 7 night minimum stay
(27)
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 7 night minimum stay
(37)
$195 - $265
per night
3 - 5 night minimum stay
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 13
3 - 5 night minimum stay
(22)
  • 6 BR,
  • 4 BA,
  • Sleeps 12
4 - 7 night minimum stay
(28)
$150 - $250
per night
5 - 14 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 14 night minimum stay
(11)
  • 6 BR,
  • 4 BA,
  • Sleeps 13
4 - 7 night minimum stay
(9)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(30)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
(57)
$95 - $159
per night
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 9
4 - 5 night minimum stay
(37)
$300 - $500
per night
3 - 14 night minimum stay
  • 7 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 14 night minimum stay
(10)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
4 - 5 night minimum stay
(39)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 7 night minimum stay
(23)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
4 - 6 night minimum stay
(20)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
3 night minimum stay
(19)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 night minimum stay
(26)
$100 - $125
per night
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 night minimum stay
(30)
 

Recent Kissimmee Area Reviews

Very comfortable and spacious.

5 of 5
With a large family it is a great place to relax, be comfortable, and enjoy everyone presence.
  • Submitted: Jan 20, 2015
  • Stayed: Nov 2014

great home away from home! .

5 of 5
we had stayed in this house for one week before Xmas. my son (10yrs) and daughter (8yrs) simply like the house, the pool. we had really wonderful time over there. its location is great, which is I like best. there are a lot of restaurants nearby or on the way back for Disney world. the owner is great, too, a honest gentleman, very easy to communicate.
  • Submitted: Jan 14, 2015
  • Stayed: Dec 2014

Fantastic vacation home!

5 of 5
We still can't believe how nice this home was. This home has all the comforts of your own home and never felt like a rental. If you have kids then you know they are very intuitive but mine felt at home immediately. I was worried my littlest child (4 years) would have trouble falling asleep in a new place but he slept just fine. I was able to leave him upstairs in bed and return to the living room without a word from him or my other 2 children. This was our first experience renting a home (last time we came to Orlando we stayed at Disney resorts) so I'm sure we are spoiled now but I'm not sure we will ever rent a hotel again. We certainly will never stay on resort again in Orlando anyways, this was head and shoulders a better decision. We were all able to have some elbow room and relax. The kids loved the game room. By far the best game room we saw from any other rental pictures. The house is obviously professionally decorated and done well. The pool was a big hit. These owners were exceptional in their communication from booking to rental. We even received an email after the first night asking us if there was anything we needed. We did call on the maintenance company for simple fixes like new batteries in TV remote and they were very pleasant and accommodating. The house itself is very well maintained and very clean. Windsor Hills is a beautiful subdivision and is literally less than 5 minutes from Magic Kingdom. It was about 20 minutes to Universal and Sea World and about a half an hour to the airport. Have quarters ready for the toll roads from the airport to Windsor Hills. It takes about $3.50 in tolls, one way -over multiple toll roads and some only take cash so have it with you when you start your vacation. Windsor Hills is very secure with 24hr guards at the gates. Community pool and club house area are very nice. My husband and brother-in-law had a couple beers by the pool, the kids even watched Rio in the movie theater. This home is about a 5 minute walk to the Club house. This home has a key code entry- loved that. It was very easy to use and we felt secure. The pictures on VRBO are accurate but don't do the house justice. It is much prettier in person. This being our first vacation home rental we were worried the house wouldn't live up to the pictures we saw online but the house was better in person. Book this home and enjoy! This is now the only place we want to stay in Orlando.
  • Submitted: Jan 7, 2015
  • Stayed: Dec 2014