Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Kissimmee Vacation Rentals(248)

248 Results
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night minimum stay
(69)
$199 - $425
per night
3 - 7 night minimum stay
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 7 night minimum stay
(13)
  • 5 BR,
  • 3 BA,
  • 2 HF BA,
  • Sleeps 12
2 - 6 night minimum stay
(23)
$130 - $210
per night
4 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
4 - 7 night minimum stay
(14)
  • 1 BR,
  • 1 BA,
  • Sleeps 4
4 night minimum stay
(18)
$169 - $219
per night
3 - 5 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 5 night minimum stay
(20)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
4 - 28 night minimum stay
(28)
$115 - $164
per night
5 - 7 night minimum stay
  • 5 BR,
  • 3 BA,
  • Sleeps 10
5 - 7 night minimum stay
(11)
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 6 night minimum stay
(8)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
(9)
$199
per night
3 night minimum stay
  • 4 BR,
  • Sleeps 10
3 night minimum stay
(3)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 night minimum stay
(44)
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 12
3 night minimum stay
(14)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(28)
  • 6 BR,
  • 6 BA,
  • Sleeps 12
6 night minimum stay
2 Reviews
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 night minimum stay
  • 3 BR,
  • 2 BA,
  • 2 HF BA,
  • Sleeps 8
3 night minimum stay
$110 - $140
per night
3 - 6 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 8
3 - 6 night minimum stay
(7)
$82 - $192
per night
2 - 3 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 - 3 night minimum stay
1 Review
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 16
(9)
  • 2 BR,
  • 2 BA,
  • Sleeps 4
(22)
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 night minimum stay
(15)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
2 - 3 night minimum stay
(38)
$160 - $340
per night
2 - 6 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
2 - 6 night minimum stay
(21)
$89 - $169
per night
2 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 8
2 night minimum stay
(13)
$90 - $120
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
(6)
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 night minimum stay
2 Reviews
$89 - $139
per night
2 - 6 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 - 6 night minimum stay
(18)
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 13
7 night minimum stay
(14)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
5 - 6 night minimum stay
(4)
Advertisement
 

Recent Kissimmee Reviews

golf foursome for orlando tournament

5 of 5
excellent house with all the room and views you need. a nice pool with a hot tub wonderful location right off 192. close to everything you need. most time pictures are overkill not in the situation i believe you will find house to better than the pictures and just plain comfortable.. renting this location is easy everything you need is on the website for booking on line. overall high rating for this villa is not out of line stay there and you will agree with me.. hope to be able to rent again next year for our golf tournament
  • Submitted: Nov 18, 2014
  • Stayed: Nov 2014

Very comfortable, quiet stay in Kissimmee, FL!

5 of 5
This one-bedroom condo in Legacy Dunes proved to be even more comfortable than we expected. There are so many options to choose from for housing in the area, and we were very pleased with this one. The condo was comfortable and quiet, and the pool, at the time of year we were there, was ours alone!
  • Submitted: Nov 10, 2014
  • Stayed: Oct 2014

We had a GREAT Time.

5 of 5
The house was spacious, (there were 16 of us total) tastefully decorated and provided extra amenities that helped entertain the children (game room and pool). It was a short travel to all major attractions, shopping or restaurants. I would highly recommend this home to my family and friends.
  • Submitted: Nov 7, 2014
  • Stayed: Sep 2014