Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

Apartments
Bungalows
Cabins
Condos
Cottages
Estates
Hotels
Homes
Lodges
Studios
Townhomes
Villas
Barns
Boats
Castles
Chalets
Farmhouses
Yachts

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Use filters to narrow your search results!

Kissimmee Area Villa Rentals(2,081)

2,081 Results
$90 - $190
per night
1 - 4 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 7
1 - 4 night minimum stay
(7)
$473 - $630
per night
5 - 7 night minimum stay
  • 8 BR,
  • 5 BA,
  • Sleeps 18
5 - 7 night minimum stay
(6)
$170 - $320
per night
4 - 6 night minimum stay
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
4 - 6 night minimum stay
(15)
$170 - $200
per night
3 - 5 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 10
3 - 5 night minimum stay
(26)
$210 - $421
per night
4 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 7 night minimum stay
(13)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 6 night minimum stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 5 night minimum stay
(3)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night minimum stay
2 Reviews
  • 7 BR,
  • 4 BA,
  • Sleeps 20
4 - 6 night minimum stay
(23)
$471 - $652
per night
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 10
5 - 7 night minimum stay
(4)
  • 6 BR,
  • 4 BA,
  • Sleeps 13
4 - 6 night minimum stay
(5)
$539 - $697
per night
5 - 7 night minimum stay
  • 5 BR,
  • 6 BA,
  • 2 HF BA,
  • Sleeps 10
5 - 7 night minimum stay
(5)
$219 - $399
per night
3 - 4 night minimum stay
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 20
3 - 4 night minimum stay
(6)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(5)
$350 - $793
per night
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 14
4 - 7 night minimum stay
(9)
  • 6 BR,
  • 4 BA,
  • Sleeps 13
4 - 7 night minimum stay
(5)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 night minimum stay
(15)
$139 - $255
per night
3 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 12
3 night minimum stay
(4)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
5 - 6 night minimum stay
(20)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
3 - 7 night minimum stay
(31)
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 6 night minimum stay
(16)
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 20
(12)
$529 - $729
per night
5 - 7 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 10
5 - 7 night minimum stay
(10)
$200 - $221
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
3 - 7 night minimum stay
(23)
$103
per night
4 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 night minimum stay
(3)
  • 3 BR,
  • 3 BA,
  • Sleeps 12
1 - 5 night minimum stay
(4)
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
5 - 7 night minimum stay
(4)
$199 - $320
per night
4 - 6 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 15
4 - 6 night minimum stay
(13)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 16
(4)
$269 - $449
per night
4 - 7 night minimum stay
  • 7 BR,
  • 6 BA,
  • Sleeps 17
4 - 7 night minimum stay
(21)
 

Recent Kissimmee Area Reviews

Amazing House!!!

5 of 5
Everything was perfect. The house was great and everything was brand new. We had plenty of room for everyone that stayed and it was closer to Magic Kingdom and Animal Kingdom than I even expected! The pictures do not do this house justice, you must stay here to truly see how beautiful and spacious it actually is. While I was in Orlando and since I have been home, I have already given at least 5 different people the information for Jennifer and Kevin's house because I think it is the best deal in Orlando. I will be planning my vacations down there around their schedule and won't stay anywhere else when I go down there again! Thank you very much for opening your home to us!
  • Submitted: Nov 26, 2014
  • Stayed: Nov 2014

A FANTASTIC HOME FOR FAMILY REUNION

5 of 5
What a lovely and wonderful home you have in Kissimmee!!! We had a great time! It was exactly large enough for our family reunion. The villa is very clean, beautiful and comfortable. The pool was great; we all had a lot of fun in there and goofed off in the pool after those long walks in the Disney parks. We received outstanding services from both the villa owner and the management company. We all especially enjoyed the kitchen. Aside from a nice large area to make sandwiches for lunch in Disney, at night we played dominoes on there; it was able to fit all of us comfortably around and boy did we have fun! Again thank Jimmy so much for the rental. It was a great time had by all! We would definitely return and would also recommend to friends and family.
  • Submitted: Nov 25, 2014
  • Stayed: Nov 2014

Gorgeous vacation house in Reunion Resort

5 of 5
My family stayed in this gorgeous 5 bedroom house last July and absolutely loved it! The furnishings were beautiful, it was well equipped in the kitchen and baths, the place was spotless, and the pool was fantastic! We would definitely book this house again, we wanted to move in! The only thing that would make it better would be more access to the water park, since we didn't need to use all the other pools, it would have been nice to be able to use the water park more than one day because my kids had a blast there! (and I loved the lazy river there too).
  • Submitted: Nov 11, 2014
  • Stayed: Jul 2014