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
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Kissimmee vacation 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 NT$2,302
NT$3,417 total
includes taxes & fees
Nov 3 - Nov 4
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 NT$2,866
NT$3,654 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$1,126
NT$3,615 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$3,185
NT$6,499 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$1,079
NT$3,579 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$2,707
NT$3,362 total
includes taxes & fees
Nov 2 - Nov 3
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 NT$6,402
NT$15,895 total
includes taxes & fees
Oct 26 - Oct 27
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 NT$2,260
NT$3,112 total
includes taxes & fees
Oct 26 - Oct 27
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 NT$2,828
NT$3,845 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$2,389
NT$3,001 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$1,898
NT$2,154 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$4,150
NT$11,063 total
includes taxes & fees
Oct 17 - Oct 18
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 NT$3,088
NT$7,817 total
includes taxes & fees
Oct 25 - Oct 26
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 NT$2,374
NT$9,048 total
includes taxes & fees
Nov 1 - Nov 2
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, (2,455 reviews)
"Clean rooms, great pool area, reasonably priced"
United States
Dean
The price is NT$3,621
NT$4,435 total
includes taxes & fees
Nov 2 - Nov 3
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 NT$3,518
NT$9,798 total
includes taxes & fees
Oct 18 - Oct 19
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 NT$17,210
NT$19,362 total
includes taxes & fees
Oct 21 - Oct 22
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.
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

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

10/10 Excellent
"This property was amazing! The staff was friendly and helpful. Check in was smooth, the rooms were clean and spacious and well furnished. I loved sipping coffee on the balcony and people watching. We didn’t use the pool but it was inviting. The front desk was always staffed if you needed anything."
Louis 5-night trip
Posted less than an hour ago
Vacation Village Orlando, Celebration

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
  • 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 vacation rentals in Kissimmee?

Yes, we have vacation rentals in Kissimmee close to Disney's Animal Kingdom® Theme Park, or you can select a secluded option if you'd like a relaxing place to 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 vacation rentals are there in Kissimmee?

Choose from 1618 Expedia vacation rentals in Kissimmee for a memorable vacation.

What can I see and do in Kissimmee?

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

Vacation rentals are privately owned properties you can book for several days or more in Kissimmee. Vacation rentals offer amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from public hotel elevators and busy concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a family trip.