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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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, (4,768 reviews)
"Really enjoyed our stay"
United States
Keith
The price is AED 235
AED 358 total
includes taxes & fees
30 Aug - 31 Aug
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
9.0 out of 10, Wonderful, (194 reviews)
"I stayed for 1 night it was a very nice place I will definitely come back to this place also very clean."
United States
Barry
The price is AED 232
AED 296 total
includes taxes & fees
23 Aug - 24 Aug
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, (1,904 reviews)
"Very quiet and relaxing location close to old town."
United Kingdom
Martin
The price is AED 330
AED 447 total
includes taxes & fees
9 Aug - 10 Aug
Barefoot Suites
Lobby sitting area

4. The Berkley, Orlando

The Berkley, Orlando
4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (2,333 reviews)
"Travel with family everything was clean can’t wait to return!"
United States
Sergio
The price is AED 421
AED 515 total
includes taxes & fees
25 Aug - 26 Aug
The Berkley, Orlando
Exterior

5. Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (353 reviews)
"Great aminities"
United States
Carlos
The price is AED 446
AED 552 total
includes taxes & fees
9 Aug - 10 Aug
Barefoot'n Resort Kissimmee Orlando
Outdoor pool

6. The Irlo

The Irlo
3.0 star property
Kissimmee
7.6 out of 10, Good, (75 reviews)
"Room was nice, staff was friendly. Location was perfect for my needs"
United States
Amanda
The price is AED 195
AED 304 total
includes taxes & fees
9 Aug - 10 Aug
The Irlo
Exterior

7. 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, (3,198 reviews)
"Clean and has a great location"
United States
Kelly
The price is AED 459
AED 1,247 total
includes taxes & fees
16 Aug - 17 Aug
Regal Oaks Resort Vacation Townhomes by IDILIQ
Outdoor pool

8. 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 AED 217
AED 246 total
includes taxes & fees
9 Aug - 10 Aug
Maple Leaf Inn & Suites
Outdoor pool

9. Harmony Ensuite Room Shared Home No Car

Harmony Ensuite Room Shared Home No Car
2.5 star property
Kissimmee
The price is AED 139
AED 449 total
includes taxes & fees
10 Aug - 11 Aug
Harmony Ensuite Room Shared Home No Car
Flat-screen TV, DVD player

10. Grand Lake Resort

Grand Lake Resort
3.0 star property
Kissimmee
9.2 out of 10, Wonderful, (226 reviews)
"Friendly staff and value for the money. Nice room family friendly."
United States
Victor
The price is AED 262
AED 330 total
includes taxes & fees
9 Aug - 10 Aug
Grand Lake Resort
Terrace/patio

11. Sunset Bliss Retreat Condo - Near Disney

Sunset Bliss Retreat Condo - Near Disney
Kissimmee
9.6 out of 10, Exceptional, (56 reviews)
"Great Visit! "
United States
Miranda H.
The price is AED 197
AED 585 total
includes taxes & fees
7 Aug - 8 Aug
Sunset Bliss Retreat Condo - Near Disney
Apartment (2 Bedrooms) | Interior

12. Storey Lake Resort Condo Near Disney and Old Town

Storey Lake Resort Condo Near Disney and Old Town
3.5 star property
Kissimmee
The price is AED 316
AED 896 total
includes taxes & fees
31 Aug - 1 Sep
Storey Lake Resort Condo Near Disney and Old Town
Coffee/tea maker, fridge, microwave, oven

13. Luxe Condo Double Bed Bliss Getaway near Disney

Luxe Condo Double Bed Bliss Getaway near Disney
Kissimmee
8.8 out of 10, Excellent, (46 reviews)
"This place is nice. Easy access and the pools are nice. Property is a bit dated but for the price you can’t beat it. I will stay here again."
United States
Jeremy
The price is AED 228
AED 628 total
includes taxes & fees
7 Aug - 8 Aug
Luxe Condo Double Bed Bliss Getaway near Disney
Exterior

14. 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, (2,146 reviews)
"beautiful and confortable hotel"
United States
yandy
The price is AED 731
AED 1,565 total
includes taxes & fees
12 Aug - 13 Aug
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Lounge

15. 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, (9 reviews)
"Would stay again and so should you! "
United States
katie
The price is AED 353
AED 893 total
includes taxes & fees
12 Aug - 13 Aug
Adeline Apartments 15m to Parks, Pet Friendly, Free Parking by Heavenly Homes
Exterior

16. Lifetime of Vacations Resort

Lifetime of Vacations Resort
3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (177 reviews)
"We love coming here when we visit Orlando. The rooms are amazing and perfect for our needs. The beds are comfortable too!"
United States
Alena
The price is AED 221
AED 314 total
includes taxes & fees
19 Aug - 20 Aug
Lifetime of Vacations Resort
Coffee/tea maker, fridge, microwave, oven

17. Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (18 reviews)
"Great little place. We would book it again."
United States
Jack Francis G.
The price is AED 288
AED 1,040 total
includes taxes & fees
4 Sep - 5 Sep
Charming 2-bedroom Florida Getaway! Sleeps 6
Living area

18. Cozy 2BD/2BTH Condo Near Disney

Cozy 2BD/2BTH Condo Near Disney
Kissimmee
9.2 out of 10, Wonderful, (32 reviews)
"Comfy, cute, clean and affordable place to stay!"
United States
Anna W.
The price is AED 231
AED 673 total
includes taxes & fees
11 Aug - 12 Aug
Cozy 2BD/2BTH Condo Near Disney
Coffee/tea maker, fridge, microwave, oven

19. Luxe King Suite Bliss Getaway Condo Near Disney

Luxe King Suite Bliss Getaway Condo Near Disney
Kissimmee
9.0 out of 10, Wonderful, (45 reviews)
"Everything was great! Pictures are accurate and I had a great vacation! "
United States
mike w.
The price is AED 221
AED 613 total
includes taxes & fees
19 Aug - 20 Aug
Luxe King Suite Bliss Getaway Condo Near Disney
Family Apartment | Private kitchen | Espresso maker, full-size fridge, microwave, oven

20. 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 390
AED 1,105 total
includes taxes & fees
12 Aug - 13 Aug
LOVELY LUXURY APARTMENT CLOSE 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.
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

Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

10/10 Excellent
"Always have a awesome time i stay here."
Juan 4-night trip
Posted less than an hour ago
Holiday Inn Club Vacations at Orange Lake Resort by IHG

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 a Smart TV 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 Charming 3-bedroom house w/ AC in Kissimmee, nearby Disney, Walmart, Ross & more.

How many vacation rentals are there in Kissimmee?

Choose from 1620 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 County Welcome Center and History Museum. You can also visit some other popular places in town, such as Old Town and Reunion Resort Golf Course.

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.