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(2,040)

2,040 Results
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
5 - 6 night minimum stay
(20)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
3 night minimum stay
(18)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(29)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 night minimum stay
(23)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 12
5 - 12 night minimum stay
(11)
$129 - $209
per night
3 - 10 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 10 night minimum stay
(61)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
(38)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
5 - 6 night minimum stay
(20)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 10 night minimum stay
(6)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
4 - 6 night minimum stay
(8)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night minimum stay
(15)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 6 night minimum stay
(23)
  • 4 BR,
  • 2 BA,
  • Sleeps 10
5 - 7 night minimum stay
(21)
$159 - $209
per night
3 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 14
3 night minimum stay
(17)
  • 6 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(12)
$215 - $300
per night
3 - 5 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 12
3 - 5 night minimum stay
(9)
$130 - $210
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night minimum stay
(14)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 7 night minimum stay
(30)
$250 - $295
per night
3 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 night minimum stay
(16)
$125 - $128
per night
2 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
2 - 7 night minimum stay
(14)
$189 - $329
per night
5 - 7 night minimum stay
  • 4 BR,
  • 2 BA,
  • 4 HF BA,
  • Sleeps 8
5 - 7 night minimum stay
(9)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
(55)
$529 - $803
per night
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
5 - 7 night minimum stay
(10)
$464 - $608
per night
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
5 - 7 night minimum stay
(9)
$100 - $150
per night
3 - 5 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
(19)
$1,009 - $1,584
per night
5 - 7 night minimum stay
  • 8 BR,
  • 8 BA,
  • 2 HF BA,
  • Sleeps 20
5 - 7 night minimum stay
(12)
  • 12 BR,
  • 12 BA,
  • 2 HF BA,
  • Sleeps 24
5 - 7 night minimum stay
(30)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
5 night minimum stay
(19)
  • 5 BR,
  • 3 BA,
  • Sleeps 12
4 night minimum stay
(24)
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 19
3 - 6 night minimum stay
(17)
 

Recent Kissimmee Area Reviews

A GREAT Time

4 of 5
A wonderful house. Lovely pool, although it seems to be leaking a lot. We had to refill the water a few occasions. There is really only one wish, and it is a new stove, the one that stands there today is not functioning correctly which makes it very difficult to cook on it.
  • Submitted: Nov 22, 2014
  • Stayed: Nov 2014

Dream Family Vacation

5 of 5
We chose this villa because it looked very appealing in the photos posted on the website. When we arrived it looked even better in the real life setting. Large space with very comfortable furniture, well equipped with everything we could ask for including TVs in all seven bedrooms. Everything in the villa was in a good state of repair and cleanliness. The pool deck provided for a fantastic view of a pond and wooded ravine behind. We spent many lazy days in this large pool enjoying every minute of it. The pool shower was a nice bonus to have. My family thoroughly enjoyed staying here and we would definitely recommend it to other families with children. Big thanks to the owners for sharing your beautiful villa with us. We will definitely rent from you in the future.
  • Submitted: Nov 19, 2014
  • Stayed: Nov 2014

A lovely family vacation

5 of 5
This Villa was great! My wife and I got up early each morning and went for romantic walks on the walking trail. My kids enjoyed the private pool every day. I could live in this home.
  • Submitted: Nov 12, 2014
  • Stayed: Oct 2014