Kissimmee Vacation Rentals

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Check prices for these dates

In two weeks
Dec 12 - Dec 14
In two months
Jan 23 - Jan 25
In three months
Feb 20 - Feb 22
In four months
Mar 20 - Mar 22

Vacation Rentals in Kissimmee

Dock
Barefoot Suites

Barefoot Suites

3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1794)
"Barefoot Suites is just an overall an awesome place to stay."
United States
Loretta
Barefoot Suites
House | 4 bedrooms
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 ￥18,855
￥63,532 total
includes taxes & fees
Dec 11 - Dec 12
Super Liked - 4BD 3 5b 6 Miles To Disney Springs
Sauna
Harmony Haven

Harmony Haven

2.5 star property
Kissimmee
The price is ￥7,617
￥19,285 total
includes taxes & fees
Nov 28 - Nov 29
Harmony Haven
Interior
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1727)
"Amazing accommodations "
Canada
Marina
The price is ￥31,076
￥66,528 total
includes taxes & fees
Dec 15 - Dec 16
Margaritaville Cottages Orlando by Rentyl
Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3067)
"Great place to stay"
United States
Jose
The price is ￥14,933
￥20,854 total
includes taxes & fees
Dec 18 - Dec 19
Vacation Village Orlando, Celebration
Billiards
Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
Kissimmee
8.4 out of 10, Very Good, (3013)
" Clean room and a great staff"
United States
Victor
Regal Oaks Resort Vacation Townhomes by IDILIQ
Villa (3 Bedrooms) | Interior
Family Retreat at Terra Verde Resort Near Disney

Family Retreat at Terra Verde Resort Near Disney

3.0 star property
Kissimmee
The price is ￥12,649
￥40,766 total
includes taxes & fees
Nov 30 - Dec 1
Family Retreat at Terra Verde Resort Near Disney
Condo, 2 Bedrooms | Pool | A heated pool
Sunset Retreat At Storey Lake Resort By Shine Villas 2 Bedroom Condo

Sunset Retreat At Storey Lake Resort By Shine Villas 2 Bedroom Condo

3.0 star property
Kissimmee
The price is ￥14,259
￥72,097 total
includes taxes & fees
Nov 28 - Nov 29
Sunset Retreat At Storey Lake Resort By Shine Villas 2 Bedroom Condo
Design House, 6 Bedrooms, Private Pool | Private kitchen | Highchair
FL- 1844 GOBI DR

FL- 1844 GOBI DR

3.0 star property
Kissimmee
The price is ￥17,178
￥56,975 total
includes taxes & fees
Nov 30 - Dec 1
FL- 1844 GOBI DR
Smart TV
Near Disney Universal Orlando First Floor Condo

Near Disney Universal Orlando First Floor Condo

2.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
"Nicely located near I4. Publix supermarket and many restaurants close by. The host is the best. Always responds quickly and is very helpful. "
United States
Jeremiah R.
The price is ￥7,835
￥26,203 total
includes taxes & fees
Nov 29 - Nov 30
Near Disney Universal Orlando First Floor Condo
Water park
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5.0 star property
Reunion
8.8 out of 10, Excellent, (1427)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is ￥32,699
￥44,518 total
includes taxes & fees
Dec 10 - Dec 11
Reunion Resort & Golf Club
House | 5 bedrooms
Super Cool- Sleeps 17 Newly Built Near Parks

Super Cool- Sleeps 17 Newly Built Near Parks

2.0 star property
Kissimmee
The price is ￥12,504
￥58,218 total
includes taxes & fees
Dec 2 - Dec 3
Super Cool- Sleeps 17 Newly Built Near Parks
2 outdoor pools
Storey Lake condos by UNE Homes

Storey Lake condos by UNE Homes

3.5 star property
Kissimmee
The price is ￥21,872
￥53,197 total
includes taxes & fees
Dec 4 - Dec 5
Storey Lake condos by UNE Homes
Lobby
The Berkley, Orlando

The Berkley, Orlando

4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1987)
"Recommended amazing stay."
United States
Elf
The price is ￥22,442
￥27,020 total
includes taxes & fees
Nov 30 - Dec 1
The Berkley, Orlando
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 ￥13,742
￥37,459 total
includes taxes & fees
Dec 1 - Dec 2
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
Exterior
voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG

4.0 star property
Kissimmee
7.4 out of 10, Good, (1017)
"Great stay "
United States
Rocio
The price is ￥9,619
￥14,464 total
includes taxes & fees
Dec 15 - Dec 16
voco Kissimmee Orlando by IHG
Townhome, 3 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster
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 ￥23,002
￥83,655 total
includes taxes & fees
Dec 1 - Dec 2
3br Townhome W/pool In Windsor Palms Resort 3 Bedroom Townhouse
8 outdoor pools
Heaven On Earth Private Home

Heaven On Earth Private Home

4.0 star property
Reunion
The price is ￥33,418
￥62,134 total
includes taxes & fees
Dec 5 - Dec 6
Heaven On Earth Private Home
TV, foosball, table tennis
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 ￥10,155
￥29,192 total
includes taxes & fees
Dec 1 - Dec 2
Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
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.
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Top Kissimmee Hotel Reviews

Margaritaville Resort Orlando

Margaritaville Resort Orlando

10/10 Excellent
"I liked the beach house vibe "
Gloria 6-night trip
Posted 9 hours ago
Margaritaville Resort Orlando

Find out more about Kissimmee

Search for holiday rentals in Kissimmee on Expedia! You can easily find your home rentals, villas, holiday apartments in Kissimmee using one of the methods below:

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Look no further and take a look at our great range of rental properties in Kissimmee!

Frequently asked questions

Can I find vacation rentals in Kissimmee?

Yes, we have vacation rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a secluded option if you'd like a relaxing place to stay. Tourists who visit Kissimmee like the fun-filled theme parks and renowned opera. The array of shops and lively festivals are some other things you might want to check out while you're here.

What's the top vacation rental that Kissimmee has to offer?

The Berkley, Orlando: This Kissimmee vacation home rental offers a furnished patio, a terrace, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave, and a coffee maker. You can relax into your vacation with an arcade game room and a hot tub. Other favorite homes for rent in Kissimmee are Formosa Valley Resort by UNE Homes and Summerville Vacation Homes by Columbia Management.

How many vacation rentals are there in Kissimmee?

Choose from 15067 Expedia vacation rentals in Kissimmee for a memorable vacation.

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of family-friendly sights, whereas cultural attractions include Medieval Times and Capone's Dinner Show. Other popular places to visit in the area include Old Town and Disney Springs™.

What are vacation rentals like in Kissimmee?

Vacation rentals are privately owned properties you can book for several days or more in Kissimmee. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.