A pathway through a park with Spanish moss hanging from trees and a body of water in the background.

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Kissimmee holiday rentals

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

1. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,265 reviews)
"Great place to stay at a great place."
United States
Desiree
The price is ฿2,336
฿3,496 total
includes taxes & fees
29 Nov - 30 Nov
Vacation Village Orlando, Celebration
A hotel room with two beds, a desk, a chair, a TV, and a window with a view of greenery.

2. Hotel-Style Room Pool, Disney Shuttle

Hotel-Style Room Pool, Disney Shuttle
3.0 star property
Kissimmee
The price is ฿1,307
฿3,937 total
includes taxes & fees
2 Dec - 3 Dec
Hotel-Style Room Pool, Disney Shuttle
A swimming pool with a curved design, surrounded by a paved deck and a fence.

3. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is ฿3,010
฿6,445 total
includes taxes & fees
3 Nov - 4 Nov
Lyrios Vacation Rentals - The Palms
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

4. 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, (3,269 reviews)
"Nice property friendly place"
United States
Tina
The price is ฿2,257
฿9,233 total
includes taxes & fees
3 Nov - 4 Nov
Regal Oaks Resort Vacation Townhomes by IDILIQ
An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

5. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,943 reviews)
"Our favorite hotel to book in Orlando!"
United States
Mary
The price is ฿2,745
฿3,783 total
includes taxes & fees
3 Nov - 4 Nov
Barefoot Suites
A two-story house with a porch, surrounded by palm trees and greenery.

6. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (384 reviews)
"My favorite place to stay in Kissimmee"
United States
James
The price is ฿3,520
฿4,417 total
includes taxes & fees
8 Nov - 9 Nov
Barefoot'n Resort Kissimmee Orlando
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

7. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (275 reviews)
"Love it nice place to stay"
United States
iris
The price is ฿2,842
฿3,530 total
includes taxes & fees
16 Nov - 17 Nov
Villas at Fortune Place
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

8. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
Kissimmee
9.0 out of 10, Wonderful, (2,351 reviews)
"The cottages wonderful will book again"
United States
Cadine
The price is ฿6,384
฿16,307 total
includes taxes & fees
3 Nov - 4 Nov
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

9. Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes

Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (12 reviews)
"Would stay again and so should you! "
United States
katie
The price is ฿2,964
฿7,895 total
includes taxes & fees
6 Nov - 7 Nov
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

10. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (280 reviews)
"Everyone and everything was awesome clean friendly"
United States
LaShonda
The price is ฿2,713
฿3,384 total
includes taxes & fees
16 Nov - 17 Nov
Grand Lake Resort
A view of a park with a lake, benches, and trees.

11. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (186 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is ฿2,687
฿3,624 total
includes taxes & fees
29 Nov - 30 Nov
Lifetime of Vacations Resort
A spacious lobby with modern furniture, large windows, and a high ceiling.

12. Vacation Townhomes by IDILIQ at Encantada Resort

Vacation Townhomes by IDILIQ at Encantada Resort
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,481 reviews)
"Nice stay"
United States
Pamela
The price is ฿2,128
฿9,086 total
includes taxes & fees
3 Nov - 4 Nov
Vacation Townhomes by IDILIQ at Encantada Resort
A decorative stone fountain with a twisted base, surrounded by vibrant red flowers and tropical foliage, set against a backdrop of a pool and palm trees.

13. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
7.0 out of 10, Good, (73 reviews)
"Yes recomende"
United States
Alex
The price is ฿1,993
฿2,262 total
includes taxes & fees
3 Nov - 4 Nov
Maple Leaf Inn & Suites
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

14. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,492 reviews)
"Excellent place to stay and CLEAN"
United States
Kristyn
The price is ฿3,840
฿4,700 total
includes taxes & fees
29 Nov - 30 Nov
The Berkley, Orlando
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

Embassy Suites by Hilton Orlando Lake Buena Vista South

Embassy Suites by Hilton Orlando Lake Buena Vista South

8/10 Good
"The rooms were clean. The staff were very helpful and professional however, the breakfast was lukewarm. Other than that, the stay was fantastic."
Jessica 1-night trip
Posted less than an hour ago
Embassy Suites by Hilton Orlando Lake Buena Vista South

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!

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 lively festivals. The array of shops and renowned opera are some other things you might want to check out while you're here.

How many holiday rentals are there in Kissimmee?

Choose from 1618 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 Osceola Center for the Arts. 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.