Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

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

Book Faster

Location Type

Even More Filters

Features

Managed By

Cancel Clear Filters Apply Filters
Save time when booking: choose rentals that accept online reservations or online payments

Kissimmee Vacation Rentals(349)

349 Results
$189 - $371
per night
3 - 7 night minimum stay
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 18
3 - 7 night minimum stay
(6)
  • 6 BR,
  • 4 BA,
  • Sleeps 15
3 - 7 night minimum stay
(21)
  • 5 BR,
  • 3 BA,
  • Sleeps 12
(10)
$250 - $300
per night
3 - 6 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 - 6 night minimum stay
(8)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
(31)
$119 - $214
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(8)
$464 - $764
per night
4 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • 2 HF BA,
  • Sleeps 12
4 - 7 night minimum stay
1 Review
  • 3 BR,
  • 3 BA,
  • Sleeps 8
$109 - $175
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 7 night minimum stay
1 Review
  • 5 BR,
  • 5 BA,
  • Sleeps 12
4 - 6 night minimum stay
2 Reviews
$140 - $180
per night
3 - 6 night minimum stay
  • 4 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 8
3 - 6 night minimum stay
1 Review
  • 2 BR,
  • 2 BA,
  • Sleeps 6
2 night minimum stay
1 Review
  • 3 BR,
  • 2 BA,
  • Sleeps 8
$169 - $249
per night
4 - 6 night minimum stay
  • 5 BR,
  • 4 BA,
  • Sleeps 12
4 - 6 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 14
4 night minimum stay
(6)
$110 - $135
per night
3 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 5 night minimum stay
2 Reviews
  • 5 BR,
  • 4 BA,
  • Sleeps 10
3 - 5 night minimum stay
(3)
$116 - $150
per night
3 - 6 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
3 - 6 night minimum stay
1 Review
$220 - $280
per night
5 - 6 night minimum stay
  • 6 BR,
  • 5 BA,
  • Sleeps 16
5 - 6 night minimum stay
1 Review
$80 - $125
per night
3 - 6 night minimum stay
  • 3 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 6
3 - 6 night minimum stay
1 Review
$105 - $132
per night
3 - 5 night minimum stay
  • 2 BR,
  • 2 BA,
  • Sleeps 6
3 - 5 night minimum stay
1 Review
  • 6 BR,
  • 4 BA,
  • Sleeps 14
5 - 6 night minimum stay
2 Reviews
  • 6 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 6 night minimum stay
2 Reviews
$93 - $119
per night
1 - 5 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 9
1 - 5 night minimum stay
$107 - $137
per night
3 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
3 - 5 night minimum stay
$220 - $288
per night
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
5 - 7 night minimum stay
$105 - $160
per night
3 - 6 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 6 night minimum stay
$140 - $180
per night
3 - 6 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 6 night minimum stay
2 Reviews
  • 5 BR,
  • 5 BA,
  • Sleeps 10
(3)
  • 6 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 14
1 - 2 night minimum stay
Advertisement
 

Recent Kissimmee Reviews

Great stay in Kissimmee!

5 of 5
A very charming modern style and take on a condo in a convenient location. With a fully equipped kitchen we could cook our own meals every day and with the supermarket so close, all the groceries were fresh! This place has a community pool and a hot tub that was pretty much only used by us most of the time, which makes for a great friendly atmosphere for us without having to worry about being too loud or anything. Thanks to Clement, we were able to ship items to him ahead of time and get everything ready for our stay so that we didn’t have to pack everything that we needed. We strongly recommend the sun lake condos that Clement offers, not only because of the home itself but the service that Clement provides as a part of the deal. Thanks!
  • Submitted: Dec 1, 2014
  • Stayed: Oct 2014

Fantastic Location

5 of 5
We stayed here for a week. The house is great and we were aided with every request we had. Would certainly return.
  • Submitted: Oct 20, 2014
  • Stayed: Feb 2014

this is above & beyond our expectations

5 of 5
I've rented a house before for this area & this was so much nicer. Our party of 11 (adults & children) were extremely astonished at 95% of what this rental provided us during our week long stay. For what U get the price is unbeatable. The pool is perfect, you may want to bring a couple more toys like masks etc, Well thought of layout & extra amenities were excellent. Thanks goodness our adult children knew how to utilize all the extra electronic entertainment. Bring music cd's & movie dvd's to add to the trip. The propane grill worked out fine. I could nit-pick about a couple things but why? the house is wonderful as well as the location. IT WAS A TOTAL JOY COMING BACK FROM DISNEY EVENINGS TO THIS VACATION HOME. Our family I feel was very blessed just because of this very clean organized & comfortable large vacation home.
  • Submitted: Oct 8, 2014
  • Stayed: Sep 2014