Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Booking Options

Property Type

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

Location Type

Even More Filters

Features

Managed By

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

Kissimmee Area Vacation Rentals(3,709)

3,709 Results
$230 - $520
per night
4 - 7 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
4 - 7 night minimum stay
(8)
$109 - $149
per night
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night minimum stay
(65)
$1,430 - $2,150
per week
6 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
6 - 7 night minimum stay
(24)
$99 - $149
per night
6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 night minimum stay
(41)
$165 - $230
per night
3 - 14 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 14 night minimum stay
(35)
$224 - $338
per night
4 - 10 night minimum stay
  • 5 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
4 - 10 night minimum stay
(12)
$407 - $600
per night
3 - 7 night minimum stay
  • 4 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 10
3 - 7 night minimum stay
(8)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(27)
  • 6 BR,
  • 4 BA,
  • Sleeps 15
3 - 7 night minimum stay
(21)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
5 - 7 night minimum stay
(36)
$1,100 - $1,600
per night
5 - 7 night minimum stay
  • 8 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 18
5 - 7 night minimum stay
(12)
  • 8 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 20
1 - 5 night minimum stay
(17)
$217 - $357
per night
2 - 14 night minimum stay
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
2 - 14 night minimum stay
(29)
$514 - $704
per night
5 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 12
5 - 7 night minimum stay
(12)
  • 5 BR,
  • 4 BA,
  • Sleeps 12
3 night minimum stay
(32)
  • 5 BR,
  • 5 BA,
  • Sleeps 10
5 - 7 night minimum stay
(12)
$79 - $165
per night
4 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 7 night minimum stay
(14)
$1,429 - $1,786
per night
5 - 7 night minimum stay
  • 9 BR,
  • 9 BA,
  • 2 HF BA,
  • Sleeps 18
5 - 7 night minimum stay
(11)
  • 7 BR,
  • 7 BA,
  • 1 HF BA,
  • Sleeps 12
5 - 12 night minimum stay
(11)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
5 - 7 night minimum stay
(13)
  • 6 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 12
4 - 10 night minimum stay
(6)
  • 6 BR,
  • 4 BA,
  • Sleeps 14
3 - 7 night minimum stay
(15)
  • 6 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(12)
$135 - $180
per night
4 - 7 night minimum stay
  • 5 BR,
  • 2 BA,
  • 1 HF BA,
  • Sleeps 14
4 - 7 night minimum stay
(17)
$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)
$529 - $803
per night
5 - 7 night minimum stay
  • 5 BR,
  • 5 BA,
  • Sleeps 10
5 - 7 night minimum stay
(10)
  • 4 BR,
  • 2 BA,
  • Sleeps 8
5 - 7 night minimum stay
(13)
$471 - $614
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)
Advertisement

Kissimmee Area

 

Recent Kissimmee Area Reviews

Great location, easy to find from airport

5 of 5
We LOVED the house, it's close to everything!! We have 5 kids aging from 6 to 20. So keeping them all feed an entertained is no easy task. This home is a great size had everything we needed an stores are minutes away, Disneyworld 10-15 minutes away an universal not much more. It was great at the end of the day at parks to come home to the pool an unwind. The home was clean had plenty of supplies. Easy to locate from airport, I would recommend this home to any family!
  • Submitted: Nov 21, 2014
  • Stayed: Nov 2014

Week in Reunion Florida

5 of 5
Nice house. Nicely decorated. The Reunion resort is a great place for golfers. I did not have a chance to enjoy it unfortunately. Will consider renting the property again.
  • Submitted: Nov 12, 2014
  • Stayed: Oct 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