Why HomeAway?

We're the leader in vacation rentals
More than one million listings worldwide
Experienced property owners or managers
Average five years in the business
Cancel Clear Filters Apply Filters

Price Per Week

$ $

Sleeps

Bedrooms

Bathrooms

Book Faster

Property Type

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

Book Faster

Location Type

Even More Filters

Features

Managed By

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

Kissimmee Area(3,631)

3,631 Results
$166 - $229
per night
3 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 - 7 night minimum stay
(13)
$199 - $249
per night
4 - 7 night minimum stay
  • 6 BR,
  • 4 BA,
  • Sleeps 12
4 - 7 night minimum stay
(18)
$79 - $239
per night
3 - 7 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(10)

Why HomeAway?

We help you travel with confidence
Every listing guaranteed against fraud
We offer a best price guarantee
No booking fees and low online prices
  • 6 BR,
  • 4 BA,
  • Sleeps 16
3 - 7 night minimum stay
(38)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
3 night minimum stay
(175)
  • 7 BR,
  • 6 BA,
  • Sleeps 16
7 night minimum stay
(47)
$120 - $179
per night
5 - 7 night minimum stay
  • 4 BR,
  • 3 BA,
  • Sleeps 8
5 - 7 night minimum stay
(28)
  • 5 BR,
  • 4 BA,
  • Sleeps 10
3 - 7 night minimum stay
(22)
$2,205 - $3,395
per week
7 - 21 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 16
7 - 21 night minimum stay
(11)
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 night minimum stay
(81)
$1,100 - $1,750
per week
7 night minimum stay
  • 5 BR,
  • 3 BA,
  • 1 HF BA,
  • Sleeps 11
7 night minimum stay
(38)
$230 - $520
per night
4 - 6 night minimum stay
  • 7 BR,
  • 5 BA,
  • 1 HF BA,
  • Sleeps 18
4 - 6 night minimum stay
(8)
  • 3 BR,
  • 3 BA,
  • Sleeps 6
3 night minimum stay
(24)
$160 - $190
per night
3 night minimum stay
  • 4 BR,
  • 2 BA,
  • Sleeps 10
3 night minimum stay
(34)
$79 - $149
per night
4 - 5 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 6
4 - 5 night minimum stay
(65)
$109 - $149
per night
6 night minimum stay
  • 3 BR,
  • 2 BA,
  • Sleeps 8
6 night minimum stay
(44)
$314 - $500
per night
3 - 14 night minimum stay
  • 7 BR,
  • 6 BA,
  • Sleeps 16
3 - 14 night minimum stay
(20)
$1,595 - $2,295
per week
7 night minimum stay
  • 6 BR,
  • 6 BA,
  • 1 HF BA,
  • Sleeps 14
7 night minimum stay
(33)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 night minimum stay
(47)
  • 5 BR,
  • 5 BA,
  • Sleeps 12
5 - 7 night minimum stay
(56)
  • 4 BR,
  • 3 BA,
  • Sleeps 8
3 - 4 night minimum stay
(74)
  • 3 BR,
  • 2 BA,
  • Sleeps 6
3 - 7 night minimum stay
(6)
  • 4 BR,
  • 4 BA,
  • Sleeps 8
7 - 14 night minimum stay
(66)
$199 - $425
per night
3 - 7 night minimum stay
  • 7 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 16
3 - 7 night minimum stay
(16)
$84 - $119
per night
4 - 6 night minimum stay
  • 3 BR,
  • 3 BA,
  • Sleeps 8
4 - 6 night minimum stay
(10)
  • 3 BR,
  • 3 BA,
  • Sleeps 10
2 - 5 night minimum stay
(69)
  • 7 BR,
  • 4 BA,
  • 1 HF BA,
  • Sleeps 14
3 - 14 night minimum stay
(30)
  • 4 BR,
  • 3 BA,
  • Sleeps 10
7 night minimum stay
(12)
$279 - $349
per night
3 - 10 night minimum stay
  • 4 BR,
  • 4 BA,
  • Sleeps 8
3 - 10 night minimum stay
(40)
  • 6 BR,
  • 4 BA,
  • 2 HF BA,
  • Sleeps 14
3 - 7 night minimum stay
(12)
Advertisement

Kissimmee Area

 

Recent Kissimmee Area Reviews

Wonderful house

5 of 5
We are just finishing our stay and cannot say enough wonderful things about the house. It has so much space we never felt like we were on top of each other. Every possible store that you need during your stay is close by. The parks are closer than I ever imagined. We have already booked the house for next year's vacation. Love this house, it is better than staying on Disney property.
  • Submitted: Jan 24, 2015
  • Stayed: Jan 2015

Greatly Exceeded our Expectations!

5 of 5
We couldn't have asked for a better rental during our stay for the Disney World Marathon. The condo was immaculate and had every amenity we could have hoped for. The location was ideal for quickly getting to the parks and was also walking distance to restaurants and the grocery store. Our party of 6 had plenty of space to move around and relax. We hope to stay there again as soon as we can!
  • Submitted: Jan 20, 2015
  • Stayed: Jan 2015

Lovely Home

5 of 5
We enjoyed the home, the community and the location. Everything was perfect. Owner Adrienne and Mgr Kim were very accommodating and attentive to all of our requests thus, making our overall experience nothing less than enjoyable.
  • Submitted: Jan 6, 2015
  • Stayed: Dec 2014