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
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (5,076 reviews)
"Nice hotel and great location close to the Parks."
United States
Monica
The price is P4,443
P6,611 total
includes taxes & fees
Oct 18 - Oct 19
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, (369 reviews)
"Nice rooms pool was great definitely will be back"
United States
Gilbert
The price is P8,220
P10,110 total
includes taxes & fees
Sep 28 - Sep 29
Barefoot'n Resort Kissimmee Orlando
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, (1,925 reviews)
"Great place to stay!"
United States
David
The price is P5,525
P7,511 total
includes taxes & fees
Oct 5 - Oct 6
Barefoot Suites
A pool area with lounge chairs and umbrellas, surrounded by a fence and buildings.

4. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (235 reviews)
"Definitely coming back and all the staff was amazing 😍😍"
United States
Shannon
The price is P5,040
P6,285 total
includes taxes & fees
Oct 20 - Oct 21
Villas at Fortune Place
A spacious lobby with a grand chandelier, large windows offering a view of a pool, and a second-floor balcony with a railing.

5. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,426 reviews)
"Great place"
Canada
Stefanny
The price is P7,753
P9,428 total
includes taxes & fees
Sep 29 - Sep 30
The Berkley, Orlando
A covered outdoor area with a wooden picnic table and benches, a grill, and a ceiling fan.

6. Lyrios Vacation Rentals - The Palms

Lyrios Vacation Rentals - The Palms
4.0 star property
Kissimmee
The price is P6,212
P12,676 total
includes taxes & fees
Oct 5 - Oct 6
Lyrios Vacation Rentals - The Palms
A hotel with a swimming pool, palm trees, and outdoor seating areas.

7. Club Wyndham Cypress Palms

Club Wyndham Cypress Palms
3.5 star property
Kissimmee
9.0 out of 10, Wonderful, (1,979 reviews)
"The place was nice clean and amazing will return in December"
United States
Natarisha
The price is P8,414
P9,550 total
includes taxes & fees
Oct 14 - Oct 15
Club Wyndham Cypress Palms
A resort with a large central pool, multiple guest villas, and a scenic view of the surrounding landscape.

8. 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, (3,238 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 P5,463
P18,592 total
includes taxes & fees
Sep 27 - Sep 28
Regal Oaks Resort Vacation Townhomes by IDILIQ
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, (182 reviews)
"We absolutely love coming to lifetime and grand lake resort. This is our favorite place to stay!!"
United States
Alena
The price is P4,326
P5,977 total
includes taxes & fees
Sep 27 - Sep 28
Lifetime of Vacations Resort
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, (254 reviews)
"I enjoyed my stay at this hotel and the pool was clean and refreshing"
United States
LeeAnna
The price is P4,639
P5,828 total
includes taxes & fees
Sep 27 - Sep 28
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 P3,702
P4,202 total
includes taxes & fees
Sep 27 - Sep 28
Maple Leaf Inn & Suites
An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

12. 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, (2,278 reviews)
"Clean property, friendly staff, close to everything!"
United States
Matthew
The price is P12,433
P30,870 total
includes taxes & fees
Sep 29 - Sep 30
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

13. Sunset Greens Villa

Sunset Greens Villa
2.0 star property
Reunion
10.0 out of 10, Exceptional, (1 review)
"Very nice property"
United States
Richard
Sunset Greens Villa
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

Delta Hotels by Marriott Orlando Celebration

Delta Hotels by Marriott Orlando Celebration

10/10 Excellent
"Clean room , everything looking nice"
Laylanie Thairi De Jesus 2-night trip
Posted less than an hour ago
Delta Hotels by Marriott 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:

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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.

How many vacation rentals are there in Kissimmee?

Choose from 1602 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.