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Check prices for these dates

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

Top Holiday Rentals in Kissimmee

Sauna
Harmony Haven

Harmony Haven

2.5 star property
Kissimmee
The price is ฿1,620
฿4,046 total
includes taxes & fees
27 Nov - 28 Nov
Harmony Haven
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 ฿2,595
฿12,081 total
includes taxes & fees
2 Dec - 3 Dec
Super Cool- Sleeps 17 Newly Built Near Parks
Dock
Barefoot Suites

Barefoot Suites

3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1794)
Barefoot Suites
2 bars/lounges, poolside bar
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, (3012)
" Clean room and a great staff"
United States
Victor
Regal Oaks Resort Vacation Townhomes by IDILIQ
Lobby
The Berkley, Orlando

The Berkley, Orlando

4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1985)
"Recommended amazing stay."
United States
Elf
The price is ฿3,829
฿4,675 total
includes taxes & fees
30 Nov - 1 Dec
The Berkley, Orlando
Townhome, 4 Bedrooms | Pool | A heated pool
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse

3.0 star property
Kissimmee
Sunny Paradise Retreat At Paradise Palms By Shine Villas 4 Bedroom Townhouse
Exterior
voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG

4.0 star property
Kissimmee
7.4 out of 10, Good, (1013)
"Great stay "
United States
Rocio
The price is ฿1,996
฿3,001 total
includes taxes & fees
30 Nov - 1 Dec
voco Kissimmee Orlando by IHG
Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3061)
"Great place to stay"
United States
Jose
The price is ฿3,095
฿4,322 total
includes taxes & fees
9 Dec - 10 Dec
Vacation Village Orlando, Celebration
Design House, 6 Bedrooms, Private Pool | Private kitchen | High chair
FL- 1844 GOBI DR

FL- 1844 GOBI DR

3.0 star property
Kissimmee
The price is ฿3,560
฿11,809 total
includes taxes & fees
9 Dec - 10 Dec
FL- 1844 GOBI DR
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 ฿2,625
฿8,466 total
includes taxes & fees
30 Nov - 1 Dec
Family Retreat at Terra Verde Resort Near Disney
House | 4 bedrooms
Super Lush- Foam Beds W Pool Games

Super Lush- Foam Beds W Pool Games

2.0 star property
Cumbrian Lakes
The price is ฿3,459
฿13,460 total
includes taxes & fees
2 Dec - 3 Dec
Super Lush- Foam Beds W Pool Games
2 outdoor pools
Storey Lake condos by UNE Homes

Storey Lake condos by UNE Homes

3.5 star property
Kissimmee
The price is ฿4,083
฿10,519 total
includes taxes & fees
30 Nov - 1 Dec
Storey Lake condos by UNE Homes
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
Kissimmee
8.4 out of 10, Very good, (1400)
"2nd time staying here safe to say this is our second home "
United States
Melanie
Encantada Resort Vacation Townhomes by IDILIQ
Interior
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1724)
"Amazing accommodations "
Canada
Marina
The price is ฿6,441
฿13,789 total
includes taxes & fees
17 Dec - 18 Dec
Margaritaville Cottages Orlando by Rentyl
Villa, 6 Bedrooms | Pool
Sunset Games Retreat At Reunion Resort 6 Bedroom Villa

Sunset Games Retreat At Reunion Resort 6 Bedroom Villa

3.0 star property
Kissimmee
The price is ฿4,997
฿29,214 total
includes taxes & fees
30 Nov - 1 Dec
Sunset Games Retreat At Reunion Resort 6 Bedroom Villa
Outdoor pool
Aster Cove

Aster Cove

4.0 star property
Crescent Lakes
Aster Cove
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 ฿3,273
฿8,252 total
includes taxes & fees
1 Dec - 2 Dec
Super Boho - At Lake Toho's Water
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

Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

10/10 Excellent
"All of the above ! "
Viviana 2-night trip
Posted 1 day ago
Gaylord Palms Resort & Convention Center

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:

  • View our selection of featured holiday rentals in Kissimmee
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  • Enter your travel dates to view the best deals on holiday rentals in Kissimmee while they last

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

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Frequently asked questions

Can I find holiday rentals in Kissimmee?

Yes, there are holiday rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a more secluded option if you're looking for a relaxing 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 are some of the best holiday rentals that Kissimmee has to offer?

The Berkley, Orlando: This highly rated holiday home rental in Kissimmee offers a furnished patio, a terrace and a BBQ 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 holiday with an arcade/games room and 1 hot tub. Other favourite homes for rent in Kissimmee are Formosa Valley Resort by UNE Homes and Summerville Vacation Homes by Columbia Management.

How many holiday rentals are there in Kissimmee?

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

What can I see and do in Kissimmee?

Disney's Animal Kingdom® Theme Park and Walt Disney World® Resort are a couple of the 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 holiday rentals like in Kissimmee?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Kissimmee. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have everything you want. If you're concerned about a sanitised environment, a holiday rental can offer a sense of seclusion away from public hotel lifts and busy front desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for a small group gathering.