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

Kissimmee Vacation Rentals

  • 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

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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, (5,143 reviews)
"Great friendly staff close to the parks and great food and transportation to local fun spots it was my second visit and ill deffinetly be back again"
United States
Zachary
The price is RM277
RM417 total
includes taxes & fees
25 Oct - 26 Oct
Vacation Village Orlando, Celebration
A hotel room with a large bed, a colorful abstract painting, a window with a view, and a chair.

2. Hotel-Style Room Pool, Disney Shuttle

Hotel-Style Room Pool, Disney Shuttle
3.0 star property
Kissimmee
The price is RM129
RM443 total
includes taxes & fees
12 Oct - 13 Oct
Hotel-Style Room Pool, Disney Shuttle
A covered outdoor area with a wooden picnic table and benches, a grill, and a ceiling fan.

3. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is RM404
RM825 total
includes taxes & fees
12 Oct - 13 Oct
Lyrios Vacation Rentals - The Palms
A two-story house with a porch, surrounded by palm trees and greenery.

4. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (375 reviews)
"Nice rooms pool was great definitely will be back"
United States
Gilbert
The price is RM364
RM464 total
includes taxes & fees
14 Oct - 15 Oct
Barefoot'n Resort Kissimmee Orlando
A modern bathroom with a white sink, a large mirror, a wooden shelf with a coffee maker, and a microwave.

5. Budget Disney Room Pool & Parking

Budget Disney Room Pool & Parking
3.0 star property
Kissimmee
The price is RM143
RM459 total
includes taxes & fees
13 Oct - 14 Oct
Budget Disney Room Pool & Parking
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

6. 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, (2,310 reviews)
"Clean property, friendly staff, close to everything!"
United States
Matthew
The price is RM813
RM2,019 total
includes taxes & fees
21 Oct - 22 Oct
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

7. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,936 reviews)
"Great place to stay!"
United States
David
The price is RM368
RM498 total
includes taxes & fees
25 Oct - 26 Oct
Barefoot Suites
A hotel with a swimming pool, palm trees, and outdoor seating areas.

8. Club Wyndham Cypress Palms

Club Wyndham Cypress Palms
3.5 star property
Kissimmee
9.0 out of 10, Wonderful, (1,991 reviews)
"Security is Visible and staff is friendly."
United States
Sergio
The price is RM512
RM581 total
includes taxes & fees
14 Oct - 15 Oct
Club Wyndham Cypress Palms
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

9. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (250 reviews)
"Second time staying here, clean, safe, pools are great! absolutely love this location"
United States
Raymond
The price is RM344
RM427 total
includes taxes & fees
25 Oct - 26 Oct
Villas at Fortune Place
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

10. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (183 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is RM337
RM452 total
includes taxes & fees
8 Nov - 9 Nov
Lifetime of Vacations Resort
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

11. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (265 reviews)
"Place was very clean and staff was a great help very friendly and helpful."
United States
Raymond
The price is RM303
RM381 total
includes taxes & fees
19 Oct - 20 Oct
Grand Lake Resort
A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

12. 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 RM393
RM994 total
includes taxes & fees
14 Oct - 15 Oct
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
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
6.8 out of 10, (72 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is RM241
RM274 total
includes taxes & fees
11 Oct - 12 Oct
Maple Leaf Inn & Suites
A spacious lobby with modern furniture, large windows, and a high ceiling.

14. Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,476 reviews)
"Nice stay"
United States
Pamela
The price is RM302
RM1,149 total
includes taxes & fees
25 Oct - 26 Oct
Encantada Resort Vacation Townhomes by IDILIQ
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

15. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,447 reviews)
"Clean rooms, great pool area, reasonably priced"
United States
Dean
The price is RM574
RM691 total
includes taxes & fees
1 Nov - 2 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.
View all properties
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Our 2 room/2 bath condo was excellent. We were on the 6th floor and had a great view. The lazy river was very relaxing. We thoroughly enjoyed our stay."
Natalie 4-night trip
Posted 7 hours ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Find out more about Kissimmee

Search for holiday rentals in Kissimmee on Expedia.co.uk! 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
  • Use the map to find apartments and other holiday homes in the Kissimmee neighbourhood you prefer
  • 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.