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
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Kissimmee vacation rentals

Exterior

1. Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (5,050 reviews)
"Nice hotel and great location close to the Parks."
United States
Monica
The price is AED 257
AED 384 total
includes taxes & fees
28 Sep - 29 Sep
Vacation Village Orlando, Celebration
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

2. Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (228 reviews)
"Hands down one of the easiest check-in processes I’ve ever experienced! Friendly staff, clean rooms and the HEATED pool and jacuzzi were the best! Close to lots!"
United States
Carla
The price is AED 289
AED 361 total
includes taxes & fees
21 Sep - 22 Sep
Villas at Fortune Place
Outdoor pool, pool umbrellas, sun loungers

3. Barefoot Suites

Barefoot Suites
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (1,923 reviews)
"Great place to stay!"
United States
David
The price is AED 298
AED 410 total
includes taxes & fees
22 Sep - 23 Sep
Barefoot Suites
Exterior

4. 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, (2,269 reviews)
"nice place to stay!"
United States
Victor
The price is AED 749
AED 1,836 total
includes taxes & fees
21 Sep - 22 Sep
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Exterior

5. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (368 reviews)
"Nice rooms pool was great definitely will be back"
United States
Gilbert
The price is AED 312
AED 400 total
includes taxes & fees
21 Sep - 22 Sep
Barefoot'n Resort Kissimmee Orlando
Private pool

6. Club Wyndham Cypress Palms

Club Wyndham Cypress Palms
3.5 star property
Kissimmee
9.0 out of 10, Wonderful, (1,977 reviews)
"The place was nice clean and amazing will return in December"
United States
Natarisha
The price is AED 493
AED 559 total
includes taxes & fees
14 Oct - 15 Oct
Club Wyndham Cypress Palms
Water park

7. Reunion Resort & Golf Club

Reunion Resort & Golf Club
5.0 star property
Reunion
8.8 out of 10, Excellent, (1,624 reviews)
"Great stay! Will visit again."
United States
RYAN
The price is AED 846
AED 1,134 total
includes taxes & fees
27 Sep - 28 Sep
Reunion Resort & Golf Club
Outdoor pool

8. 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 AED 217
AED 246 total
includes taxes & fees
22 Sep - 23 Sep
Maple Leaf Inn & Suites
Exterior

9. 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, (3,235 reviews)
"Everything was amazing had wonderful time will be back"
United States
Omar
The price is AED 320
AED 1,088 total
includes taxes & fees
21 Sep - 22 Sep
Regal Oaks Resort Vacation Townhomes by IDILIQ
Flat-screen TV, DVD player

10. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (252 reviews)
"I enjoyed my stay at this hotel and the pool was clean and refreshing"
United States
LeeAnna
The price is AED 262
AED 330 total
includes taxes & fees
21 Sep - 22 Sep
Grand Lake Resort
Exterior

11. 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 AED 273
AED 372 total
includes taxes & fees
7 Oct - 8 Oct
Lifetime of Vacations Resort
Family Apartment | Private kitchen | Espresso maker, full-size fridge, microwave, oven

12. 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 AED 402
AED 1,119 total
includes taxes & fees
15 Oct - 16 Oct
LOVELY LUXURY APARTMENT CLOSE DISNEY
Lounge

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, (10 reviews)
"Would stay again and so should you! "
United States
katie
The price is AED 306
AED 840 total
includes taxes & fees
24 Sep - 25 Sep
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Lobby sitting area

14. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,419 reviews)
"Great place"
Canada
Stefanny
The price is AED 442
AED 538 total
includes taxes & fees
30 Sep - 1 Oct
The Berkley, Orlando
Lobby sitting area

15. Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
Kissimmee
8.4 out of 10, Very good, (1,471 reviews)
"Nice stay"
United States
Pamela
The price is AED 351
AED 1,123 total
includes taxes & fees
29 Sep - 30 Sep
Encantada Resort Vacation Townhomes by IDILIQ
Coffee/tea maker, fridge, microwave, oven

16. Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (21 reviews)
"Great little place. We would book it again."
United States
Jack Francis G.
The price is AED 320
AED 1,098 total
includes taxes & fees
26 Sep - 27 Sep
Charming 2-bedroom Florida Getaway! Sleeps 6
Interior

17. Resort Stay~Near Disney~Bright~Gym~Hot Tub

Resort Stay~Near Disney~Bright~Gym~Hot Tub
Kissimmee
10.0 out of 10, Exceptional, (8 reviews)
"The place was great & convenient if going to the parks. It had everything we needed & was clean and nicely updated."
United States
Sadie H.
The price is AED 135
AED 1,344 total
includes taxes & fees
21 Sep - 22 Sep
Resort Stay~Near Disney~Bright~Gym~Hot Tub
Microwave, oven, stovetop, dishwasher

18. Think Pink in Kissimmee - Gorgeous 2BD with free WIFI, free parking and more!!

Think Pink in Kissimmee - Gorgeous 2BD with free WIFI, free parking and more!!
Kissimmee
9.6 out of 10, Exceptional, (13 reviews)
"This was a cute, quiet, and convenient rental location."
United States
Tabitha W.
The price is AED 370
AED 817 total
includes taxes & fees
28 Sep - 29 Sep
Think Pink in Kissimmee - Gorgeous 2BD with free WIFI, free parking and more!!
A heated pool

19. Awesome 5BR Townhouse Near Disney - Private Pool!

Awesome 5BR Townhouse Near Disney - Private Pool!
Kissimmee
9.8 out of 10, Exceptional, (10 reviews)
"House is gorgeous and plenty of room, I will highly recommend this place, our family loved it "
United States
Sky K.
Awesome 5BR Townhouse Near Disney - Private Pool!
Terrace/patio

20. Sunset Bliss Retreat Condo - Near Disney

Sunset Bliss Retreat Condo - Near Disney
Kissimmee
9.6 out of 10, Exceptional, (58 reviews)
"Everything was perfect, next time I will stay here again"
United States
Luis Pedro L.
The price is AED 167
AED 551 total
includes taxes & fees
22 Sep - 23 Sep
Sunset Bliss Retreat Condo - Near Disney
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

Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

10/10 Excellent
"Definitely enjoyed the stay. Perfect location. Top tier breakfast. Fresh to order."
Elizabeth 2-night trip
Posted less than an hour ago
Embassy Suites By Hilton Orlando Sunset Walk

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?

Beautiful 9-bedroom house with AC in serene Kissimmee , Bring the whole Family !: This Kissimmee vacation home rental has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Other favorite homes for rent in Kissimmee are Newly Totally Renovated-Video Game Room-Private Pool and The Most Fun House with tons of room, huge pool, pickleball and an amazing view..

How many vacation rentals are there in Kissimmee?

Choose from 1603 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.