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
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 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, (5,177 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 S$130
includes taxes & fees
29 Oct - 30 Oct
Vacation Village Orlando, Celebration
A two-story house with a porch, surrounded by palm trees and greenery.

2. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (376 reviews)
"Nice rooms pool was great definitely will be back"
United States
Gilbert
The price is S$146
includes taxes & fees
18 Oct - 19 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.

3. Budget Disney Room Pool & Parking

Budget Disney Room Pool & Parking
3.0 star property
Kissimmee
The price is S$150
includes taxes & fees
29 Oct - 30 Oct
Budget Disney Room Pool & Parking
A covered outdoor area with a wooden picnic table and benches, a grill, and a ceiling fan.

4. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is S$260
includes taxes & fees
23 Oct - 24 Oct
Lyrios Vacation Rentals - The Palms
A hotel room with a large bed, a colorful abstract painting, a window with a view, and a chair.

5. Hotel-Style Room Pool, Disney Shuttle

Hotel-Style Room Pool, Disney Shuttle
3.0 star property
Kissimmee
The price is S$152
includes taxes & fees
27 Oct - 28 Oct
Hotel-Style Room Pool, Disney Shuttle
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

6. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (257 reviews)
"Second time staying here, clean, safe, pools are great! absolutely love this location"
United States
Raymond
The price is S$113
includes taxes & fees
29 Oct - 30 Oct
Villas at Fortune Place
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

7. 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, (2,315 reviews)
"Our stay was amazing. The cottage was fantastic and the property offers so many amenities. Will definitely stay here again."
United States
Michael
The price is S$576
includes taxes & fees
29 Oct - 30 Oct
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

8. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (184 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is S$124
includes taxes & fees
26 Oct - 27 Oct
Lifetime of Vacations Resort
An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

9. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,938 reviews)
"Great place to stay!"
United States
David
The price is S$154
includes taxes & fees
18 Oct - 19 Oct
Barefoot Suites
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, (267 reviews)
"Place was very clean and staff was a great help very friendly and helpful."
United States
Raymond
The price is S$120
includes taxes & fees
8 Nov - 9 Nov
Grand Lake 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.

11. 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 S$86
includes taxes & fees
29 Oct - 30 Oct
Maple Leaf Inn & Suites
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

12. 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, (3,260 reviews)
"We had an amazing time ,the facility was spotless very roomy and great access to everything you may need."
United States
Sobeyda F
The price is S$442
includes taxes & fees
17 Oct - 18 Oct
Regal Oaks Resort Vacation Townhomes by IDILIQ
A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

13. 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 S$312
includes taxes & fees
25 Oct - 26 Oct
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
A spacious lobby with modern furniture, large windows, and a high ceiling.

14. 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, (1,479 reviews)
"Nice stay"
United States
Pamela
The price is S$361
includes taxes & fees
29 Oct - 30 Oct
Vacation Townhomes by IDILIQ at Encantada Resort
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, (2,456 reviews)
"Clean rooms, great pool area, reasonably priced"
United States
Dean
The price is S$177
includes taxes & fees
15 Nov - 16 Nov
The Berkley, Orlando
A modern kitchen with dark cabinetry, stainless steel appliances, and a granite countertop.

16. LOVELY LUXURY APARTMENT CLOSE DISNEY

LOVELY LUXURY APARTMENT CLOSE DISNEY
3.5 star property
Kissimmee
8.4 out of 10, Very good, (11 reviews)
"Nice appartment, everything you needed and clean and modern"
United Kingdom
Martyn
The price is S$391
includes taxes & fees
18 Oct - 19 Oct
LOVELY LUXURY APARTMENT CLOSE DISNEY
A rustic outdoor seating area with wooden chairs and a fire pit, surrounded by a wooden fence and palm trees.

17. Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (174 reviews)
"Outstanding customer service. The Savannah view was amazing!"
United States
Mansi
The price is S$1,000
includes taxes & fees
29 Oct - 30 Oct
Disney's Animal Kingdom Villas - Kidani Village
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

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

10/10 Excellent
"The staff and management were very helpful, kind, considerate and very attentive mot only to our needs and comfort but also each guest that stayed. HIGHLY RECOMMEND HOLIDAY INNS AND I WILL ONLY STAYBAT HOLIDAY INNS WHEREVER I TRAVEL. Will be booking a stay at this hotel in 30 days for another 6 day stay"
richard 4-night trip
Posted 1 hour ago
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

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.