Holiday Homes in Kissimmee

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec
In one month
26 Dec - 28 Dec
In two months
23 Jan - 25 Jan

Featured Holiday Homes in Kissimmee

House
Super Liked - 4BD 3 5b 6 Miles To Disney Springs

Super Liked - 4BD 3 5b 6 Miles To Disney Springs

2.0 star property
Kissimmee
The price is AU$623
includes taxes & fees
11 Dec - 12 Dec
Super Liked - 4BD 3 5b 6 Miles To Disney Springs
Lobby
The Berkley, Orlando

The Berkley, Orlando

4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1988)
"Recommended amazing stay."
United States
Elf
The price is AU$265
includes taxes & fees
30 Nov - 1 Dec
The Berkley, Orlando
Design House, 6 Bedrooms, Private Pool | Private kitchen
FL- 1844 GOBI DR

FL- 1844 GOBI DR

3.0 star property
Kissimmee
The price is AU$559
includes taxes & fees
1 Dec - 2 Dec
FL- 1844 GOBI DR
House, 2 Bedrooms, Lake View, Lakeside | Private kitchen
Super Boho - At Lake Toho's Water

Super Boho - At Lake Toho's Water

2.0 star property
Historic Downtown Kissimmee
The price is AU$340
includes taxes & fees
30 Nov - 1 Dec
Super Boho - At Lake Toho's Water
Private pool
Formosa Valley Resort by UNE Homes

Formosa Valley Resort by UNE Homes

4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (191)
"Overall a clean house, one of the best properties I’ve stayed in. "
United States
Cristian
Formosa Valley Resort by UNE Homes
Townhome, 3 Bedrooms | Private kitchen
3br Townhome W/pool In Windsor Palms Resort 3 Bedroom Townhouse

3br Townhome W/pool In Windsor Palms Resort 3 Bedroom Townhouse

3.0 star property
Kissimmee
The price is AU$821
includes taxes & fees
1 Dec - 2 Dec
3br Townhome W/pool In Windsor Palms Resort 3 Bedroom Townhouse
Family House, 4 Bedrooms | Private kitchen
Magnolia Sunrise 4 Bedrooms

Magnolia Sunrise 4 Bedrooms

4.0 star property
Kissimmee
Magnolia Sunrise 4 Bedrooms
8 outdoor pools
Heaven On Earth Private Home

Heaven On Earth Private Home

4.0 star property
Reunion
The price is AU$610
includes taxes & fees
3 Dec - 4 Dec
Heaven On Earth Private Home
TV, table football, ping pong
Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760

Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760

Kissimmee
9.2 out of 10, Wonderful, (43)
"This property was close to everything and was so convenient and felt safe...we definitely loved our stay there"
United States
Vithra
The price is AU$289
includes taxes & fees
1 Dec - 2 Dec
Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
Comfort House, Multiple Bedrooms, Private Pool, Lakeside | Living area
FL- 1904 Nice Ct

FL- 1904 Nice Ct

3.0 star property
Kissimmee
The price is AU$684
includes taxes & fees
1 Dec - 2 Dec
FL- 1904 Nice Ct
House
Super Cool- Sleeps 17 Newly Built Near Parks

Super Cool- Sleeps 17 Newly Built Near Parks

2.0 star property
Kissimmee
The price is AU$571
includes taxes & fees
2 Dec - 3 Dec
Super Cool- Sleeps 17 Newly Built Near Parks
Interior
Disney Getaway: 4BR/3.5BA, Heated Pool - Sleeps 10

Disney Getaway: 4BR/3.5BA, Heated Pool - Sleeps 10

Kissimmee
9.8 out of 10, Exceptional, (15)
"The property was very clean and the host was extremely responsive to any needs. Would definitely reccomend to anyone looking for a place close to Disney and other attractions "
United States
Shelly N.
The price is AU$609
includes taxes & fees
3 Dec - 4 Dec
Disney Getaway: 4BR/3.5BA, Heated Pool - Sleeps 10
Pool
Superb Townhouse Newly Renovated 1.5 miles to Disney

Superb Townhouse Newly Renovated 1.5 miles to Disney

Kissimmee
9.8 out of 10, Exceptional, (111)
"Great for a quick stay in the area to hit up the parks. Very clean and like the location."
United States
Jennifer L.
The price is AU$298
includes taxes & fees
30 Nov - 1 Dec
Superb Townhouse Newly Renovated 1.5 miles to Disney
Outdoor pool, a heated pool
JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney

JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney

Kissimmee
10.0 out of 10, Exceptional, (199)
"Very nice and clean property. The host responded in a timely manner. Would definitely stay again "
United States
Bryan J.
The price is AU$547
includes taxes & fees
4 Dec - 5 Dec
JUST RENOVATED!✦Spacious✦Clean✦Private True South Pool/Spa✦5 Miles to Disney
A heated pool
Family fun or a company retreat - 8BR Luxury Home with Infinity Pool!

Family fun or a company retreat - 8BR Luxury Home with Infinity Pool!

Reunion
9.8 out of 10, Exceptional, (49)
"Great place, would definitely use again!"
United States
Tony D.
The price is AU$10,724
includes taxes & fees
24 Dec - 25 Dec
Family fun or a company retreat - 8BR Luxury Home with Infinity Pool!
Townhome, 3 Bedrooms | Private kitchen
Terra Verde Resort: Townhome W/ Hottub Near Disney 3 Bedroom Townhouse

Terra Verde Resort: Townhome W/ Hottub Near Disney 3 Bedroom Townhouse

3.5 star property
Kissimmee
The price is AU$766
includes taxes & fees
22 Dec - 23 Dec
Terra Verde Resort: Townhome W/ Hottub Near Disney 3 Bedroom Townhouse
House | Living area
5Br Kissimmee Home W/ Pool & Game Room Fun

5Br Kissimmee Home W/ Pool & Game Room Fun

4.0 star property
Kissimmee
5Br Kissimmee Home W/ Pool & Game Room Fun
Pool
5 Bedrooms / 4 Bathrooms / Champions Gate (444 OC)

5 Bedrooms / 4 Bathrooms / Champions Gate (444 OC)

Kissimmee
9.4 out of 10, Exceptional, (21)
"We were only here to sleep, property was super clean and impressive!! We would definitely stay here again. Only issue we had was with the pass for your car, you have to go thru the security gate with a guard and google maps wants to take you to the other entrance without a guard. The rooms are really nice and beds were super comfortable."
United States
Stephanie W.
The price is AU$708
includes taxes & fees
4 Dec - 5 Dec
5 Bedrooms / 4 Bathrooms / Champions Gate (444 OC)
Exterior
Hidden Gem in the heart of Kissimmee! Pet and child friendly!

Hidden Gem in the heart of Kissimmee! Pet and child friendly!

Kissimmee
8.6 out of 10, Excellent, (31)
"The house was nice. The owner was quick to respond to any issues we had. "
United States
Wende B.
The price is AU$342
includes taxes & fees
30 Nov - 1 Dec
Hidden Gem in the heart of Kissimmee! Pet and child friendly!
Fridge, microwave, oven, stovetop
Spacious & Unique✦Private South Facing Pool & Spa✦5 Miles to Disney

Spacious & Unique✦Private South Facing Pool & Spa✦5 Miles to Disney

KISSIMMEE
10.0 out of 10, Exceptional, (117)
"We enjoyed our stay. Having the pool available at any time is an added bonus!"
United States
Vernita R.
The price is AU$438
includes taxes & fees
1 Dec - 2 Dec
Spacious & Unique✦Private South Facing Pool & Spa✦5 Miles to Disney
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties

Black Friday Sale

Save up to 40% on select hotels
Book now
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Kissimmee Hotel Reviews

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"Best stay in orlando so far, very clean and modern hotel/resort"
Tarik 2-night trip
Posted 17 hours ago
Kompose Boutique Resort at Theme Parks

Find out more about Kissimmee

Kissimmee Holiday Homes information

Number of reviews
2,760
Accommodation
16374 Holiday Homes
Lowest Price
AU$265
Highest Price
AU$10,724

Explore a world of travel with Expedia