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

Kissimmee Vacation Rentals

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Check prices for these dates

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

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, (4,969 reviews)
"Enjoyed the stay booked again"
United States
Joseph
The price is NT$2,131
NT$3,210 total
includes taxes & fees
Sep 7 - Sep 8
Vacation Village Orlando, Celebration
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

2. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (218 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 NT$2,438
NT$3,052 total
includes taxes & fees
Sep 7 - Sep 8
Villas at Fortune Place
An aerial view of a resort with two large swimming pools, a tennis court, and a small playground.

3. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,914 reviews)
"Very quiet and relaxing location close to old town."
United Kingdom
Martin
The price is NT$3,020
NT$4,053 total
includes taxes & fees
Sep 7 - Sep 8
Barefoot Suites
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

4. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,397 reviews)
"Great place"
Canada
Stefanny
The price is NT$3,556
NT$4,357 total
includes taxes & fees
Oct 1 - Oct 2
The Berkley, Orlando
A two-story house with a porch, surrounded by palm trees and greenery.

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 NT$3,840
NT$4,754 total
includes taxes & fees
Sep 7 - Sep 8
Barefoot'n Resort Kissimmee Orlando
A hotel with a swimming pool, multiple balconies, and outdoor seating areas.

6. The Irlo

The Irlo
3.0 star property
Kissimmee
7.8 out of 10, Good, (107 reviews)
"Clean, cozy and equipped with everything for comfortable stay! We loved it!"
United States
Ismael
The price is NT$1,803
NT$2,765 total
includes taxes & fees
Sep 9 - Sep 10
The Irlo
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.

7. 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 NT$1,867
NT$2,119 total
includes taxes & fees
Sep 7 - Sep 8
Maple Leaf Inn & Suites
A modern living room with a glass dining table, leather sofas, and a flat-screen TV.

8. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (243 reviews)
"Great price and size"
United States
Scott
The price is NT$2,254
NT$2,844 total
includes taxes & fees
Sep 7 - Sep 8
Grand Lake Resort
A thatched-roof gazebo with a wooden fence, surrounded by white lounge chairs on a sandy area.

9. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (180 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$2,103
NT$2,925 total
includes taxes & fees
Sep 13 - Sep 14
Lifetime of Vacations Resort
A modern kitchen with a dining area, featuring a large island, grey and beige furniture, and a TV mounted on the wall.

10. 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 NT$3,085
NT$7,742 total
includes taxes & fees
Sep 15 - Sep 16
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

11. 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, (2,239 reviews)
"nice place to stay!"
United States
Victor
The price is NT$6,455
NT$15,814 total
includes taxes & fees
Sep 7 - Sep 8
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
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

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

8/10 Good
"Good staff"
Alba 6-night trip
Posted 3 hours 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
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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.

What's the top vacation rental that Kissimmee has to offer?

Formosa Valley Resort by UNE Homes: This Kissimmee vacation home rental 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 vacation rentals are there in Kissimmee?

Choose from 1624 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 Kissimmee Air Museum. 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.