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

Kissimmee Holiday Rentals

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Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Kissimmee holiday rentals

Living area

1. Alhambra Villas by Coolvacay

Alhambra Villas by Coolvacay
3.0 star property
Solivita
9.2 out of 10, Wonderful, (1,015 reviews)
"Great place, clean, and convenient for our trip to Disney and universal."
United States
Tanya
The price is S$117
includes taxes & fees
2 Sept - 3 Sept
Alhambra Villas by Coolvacay
Terrace/patio

2. Parkway International Resort by Coolvacay

Parkway International Resort by Coolvacay
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (2,552 reviews)
"Great for families and kids clean room and nice pool area"
United States
Eusebio
The price is S$176
includes taxes & fees
30 Sept - 1 Oct
Parkway International Resort by Coolvacay
Exterior

3. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,950 reviews)
"Enjoyed the stay booked again"
United States
Joseph
The price is S$129
includes taxes & fees
7 Sept - 8 Sept
Vacation Village Orlando, Celebration
Pool

4. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (215 reviews)
"Great stay for the cost. Close to all the parks & the airport. Would definitely book this spot again."
United States
Joseph
The price is S$108
includes taxes & fees
21 Sept - 22 Sept
Villas at Fortune Place
Exterior

5. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (364 reviews)
"Great aminities"
United States
Carlos
The price is S$191
includes taxes & fees
15 Sept - 16 Sept
Barefoot'n Resort Kissimmee Orlando
Exterior

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, (2,231 reviews)
"nice place to stay!"
United States
Victor
The price is S$635
includes taxes & fees
8 Sept - 9 Sept
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Pool

7. The Irlo

The Irlo
3.0 star property
Kissimmee
7.8 out of 10, Good, (104 reviews)
"Great rooms staff was nice"
United States
Hargeni
The price is S$111
includes taxes & fees
10 Sept - 11 Sept
The Irlo
Pool

8. Maple Leaf Inn & Suites

Maple Leaf Inn & Suites
2.5 star property
Kissimmee
6.8 out of 10, (71 reviews)
"The room was clean and the staff was okay "
United States
Shaneka
The price is S$87
includes taxes & fees
4 Sept - 5 Sept
Maple Leaf Inn & Suites
Living area

9. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (241 reviews)
"Loved it! Would definitely stay again."
United States
Lissette
The price is S$115
includes taxes & fees
7 Sept - 8 Sept
Grand Lake Resort
Exterior

10. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (178 reviews)
"Best value option in the area. May be a bit out of date and directly on the strip, but clean, well maintained, and a really nice view. Great value for the money."
United States
Kevin
The price is S$113
includes taxes & fees
1 Oct - 2 Oct
Lifetime of Vacations Resort
Lobby sitting area

11. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,391 reviews)
"The place was wonderful, clean, spacious and staff was very friendly. This is our go to place when we go to Disney!!"
United States
Lauren
The price is S$193
includes taxes & fees
15 Sept - 16 Sept
The Berkley, Orlando
Lounge

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, (10 reviews)
"Would stay again and so should you! "
United States
katie
The price is S$310
includes taxes & fees
7 Sept - 8 Sept
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

10/10 Excellent
"EXCELLENT overall! I truly enjoyed my stay at this hotel and I highly recommend for the price. It has a lot of amenities, a pool, water slides, lazy river, mini golf, a bar, breakfast, poolside sauna, and the list goes on! Look no further this is the place you want vacation at."
Anaily 4-night trip
Posted less than an hour ago
Kompose Boutique Resort at Theme Parks

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.

What are some of the best holiday rentals that Kissimmee has to offer?

Formosa Valley Resort by UNE Homes: This highly rated holiday home rental in Kissimmee is equipped with an outdoor pool, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop. Another good choice for your trip to Kissimmee is Casa con Piscina Privada en Orlando.

How many holiday rentals are there in Kissimmee?

Choose from 1624 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 Kissimmee Air Museum. 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.