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

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Kissimmee holiday homes

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.

1. 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 HK$463
HK$525 total
includes taxes & fees
27 Oct - 28 Oct
Maple Leaf Inn & Suites
A living room with two brown leather sofas, a beige throw blanket, and a coffee table with a decorative item. A painting of a beach landscape hangs on the wall, and a wooden clock is visible.

2. Charming 2BR/2BA Townhome with Patio near Disney

Charming 2BR/2BA Townhome with Patio near Disney
Kissimmee
8.6 out of 10, Excellent, (25 reviews)
"Very nice stay"
United States
michael h.
The price is HK$494
HK$1,922 total
includes taxes & fees
1 Nov - 2 Nov
Charming 2BR/2BA Townhome with Patio near Disney
A modern bedroom with a large bed, a ceiling fan, and a view of a pool and building.

3. Private Resort Access~King Bed~Hot Tub~Balcony

Private Resort Access~King Bed~Hot Tub~Balcony
Kissimmee
10.0 out of 10, Exceptional, (4 reviews)
"Great host and fantastic pool"
United States
paul m.
The price is HK$360
HK$2,954 total
includes taxes & fees
27 Oct - 28 Oct
Private Resort Access~King Bed~Hot Tub~Balcony
A modern kitchen with a central island, built-in appliances, and a large window providing natural light.

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

Resort Stay~Near Disney~Bright~Gym~Hot Tub
Kissimmee
10.0 out of 10, Exceptional, (10 reviews)
"Property was very clean and convenient and host communication was excellent"
United States
John
The price is HK$630
HK$3,279 total
includes taxes & fees
14 Nov - 15 Nov
Resort Stay~Near Disney~Bright~Gym~Hot Tub
A modern kitchen with white cabinets, stainless steel appliances, and a marble island with bar stools.

5. Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (23 reviews)
"Great little place. We would book it again."
United States
Jack Francis G.
The price is HK$722
HK$2,405 total
includes taxes & fees
27 Oct - 28 Oct
Charming 2-bedroom Florida Getaway! Sleeps 6
A poolside area with lounge chairs, a table, and an umbrella.

6. It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando

It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
Kissimmee
9.8 out of 10, Exceptional, (39 reviews)
"Nice view! Very quiet."
United States
Donald B.
The price is HK$918
HK$2,675 total
includes taxes & fees
27 Oct - 28 Oct
It’s only 15 minutes drive to Disney World and the amazing outlets in Orlando
A two-story house with a porch, a staircase, and a covered carport.

7. SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W
Kissimmee
9.8 out of 10, Exceptional, (18 reviews)
"Great place. Was clean and cozy. "
United States
Casey W.
The price is HK$699
HK$1,879 total
includes taxes & fees
28 Oct - 29 Oct
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2772 W
A bedroom with a large bed, a wooden headboard, two bedside tables with lamps, a view of a swimming pool, and a sliding door.

8. Heated Pool~Game Room~Modern~Resort~Disney Magic

Heated Pool~Game Room~Modern~Resort~Disney Magic
Lake Berkley
10.0 out of 10, Exceptional, (5 reviews)
"We absolutely loved our stay in this home. The host's were extremely kind and responsive. The home was squeaky clean and the beds were super comfy. We cannot wait to book again. Thank you Derek & Lauren!!!"
United States
Kelly F.
The price is HK$462
HK$3,664 total
includes taxes & fees
18 Nov - 19 Nov
Heated Pool~Game Room~Modern~Resort~Disney Magic
Exterior

9. Shake Shack Heated Pool & Hot Tub

Shake Shack Heated Pool & Hot Tub
3.5 star property
Kissimmee
10.0 out of 10, Exceptional, (1 review)
"We had a great time. The location was amazing and the convenience of a home is unmeasurable. Cheers! "
United States
Keith
The price is HK$1,005
HK$2,912 total
includes taxes & fees
27 Oct - 28 Oct
Shake Shack Heated Pool & Hot Tub
Bathroom

10. Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport

Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport
Buena Ventura Lakes
9.6 out of 10, Exceptional, (9 reviews)
"Excellent house"
United States
Franks
Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport
A swimming pool with lounge chairs and gazebos, surrounded by palm trees and buildings with red-tiled roofs.

11. Plunge Pool Oasis~Bella Vida Resort~Close to Parks

Plunge Pool Oasis~Bella Vida Resort~Close to Parks
Bellavida
10.0 out of 10, Exceptional, (12 reviews)
"Excellent customer service from booking to checkout. Maintenance was very quick to respond and address any concerns. Quiet neighborhood & great location"
United States
Marjorie S.
The price is HK$384
HK$3,566 total
includes taxes & fees
27 Oct - 28 Oct
Plunge Pool Oasis~Bella Vida Resort~Close to Parks
A modern kitchen with white cabinetry, a large island with two decorative bowls, and a pendant light with multiple bulbs.

12. Freshly Updated~Near Disney~Private Pool~Resort

Freshly Updated~Near Disney~Private Pool~Resort
Crystal Cove
10.0 out of 10, Exceptional, (4 reviews)
"Everything was amazing would love to rent more properties in the future!!"
United States
Dijaun B.
The price is HK$534
HK$4,227 total
includes taxes & fees
17 Nov - 18 Nov
Freshly Updated~Near Disney~Private Pool~Resort
A spacious living room with a large sectional sofa, a wooden coffee table, and a flat-screen TV mounted on the wall.

13. 10 mins to parks in Orlando,Kissimmee, with gated community and pool

10 mins to parks in Orlando,Kissimmee, with gated community and pool
Cumbrian Lakes
9.6 out of 10, Exceptional, (124 reviews)
"Great house, easy to get t o all the parks . Would definitely stay there again "
United States
Corey C.
The price is HK$762
HK$3,483 total
includes taxes & fees
27 Oct - 28 Oct
10 mins to parks in Orlando,Kissimmee, with gated community and pool
A swimming pool with lounge chairs and a tiled deck.

14. Fabulous 3 Bedrooms 3 bath Townhouse in a Resort 15 min to Disney

Fabulous 3 Bedrooms 3 bath Townhouse in a Resort 15 min to Disney
Kissimmee
9.2 out of 10, Wonderful, (15 reviews)
"Place was clean"
United States
Kayla C.
The price is HK$699
HK$2,372 total
includes taxes & fees
24 Nov - 25 Nov
Fabulous 3 Bedrooms 3 bath Townhouse in a Resort 15 min to Disney
A large rectangular pool with a central island, surrounded by palm trees and lounge chairs.

15. NBA Dream Mansion 15br Luxury Villa w Pool

NBA Dream Mansion 15br Luxury Villa w Pool
2.0 star property
Kissimmee
The price is HK$2,292
HK$11,076 total
includes taxes & fees
27 Oct - 28 Oct
NBA Dream Mansion 15br Luxury Villa w Pool
An outdoor patio with wicker furniture, a glass table, and a hammock.

16. -A Sweet Home Near Theme Parks!-

-A Sweet Home Near Theme Parks!-
Kissimmee
10.0 out of 10, Exceptional, (5 reviews)
"This place is SO cozy and comfortable! I was amazed at all of the touches the hosts have added to make it a true “home away from home”. I am local and had a small get together with some family - it was so great for a gathering - plenty of seating and the outdoor spot is lovely!"
United States
Natalie V.
-A Sweet Home Near Theme Parks!-
A modern kitchen with a central island, stainless steel appliances, and a view of a body of water through large windows.

17. Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!

Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
Buena Ventura Lakes
10.0 out of 10, Exceptional, (46 reviews)
"Comfortable & close to Orlando attractions."
United States
Bridget H.
The price is HK$1,405
HK$3,088 total
includes taxes & fees
8 Nov - 9 Nov
Escape to Paradise!Luxury Waterfront Heated Pool House with Game Room and Piano!
A modern kitchen with white cabinets, stainless steel appliances, and a dining area set for a meal.

18. Stylish Family Retreat in Kissimmee

Stylish Family Retreat in Kissimmee
Trafalgar Village
10.0 out of 10, Exceptional, (2 reviews)
"Great communication, the one little thing that was wrong was fixed right away. House had everything you need and even a few starter items. The only suggesstion is to get better fluffier pillows. "
United States
Keshia E.
The price is HK$627
HK$3,120 total
includes taxes & fees
27 Oct - 28 Oct
Stylish Family Retreat in Kissimmee
A swimming pool with a glass enclosure, outdoor seating, and a covered patio area.

19. Lake Breeze 6 Bedrooms

Lake Breeze 6 Bedrooms
4.0 star property
Kissimmee
The price is HK$2,131
HK$5,966 total
includes taxes & fees
19 Nov - 20 Nov
Lake Breeze 6 Bedrooms
A modern living room with a blue sofa, two armchairs, a coffee table with red flowers, and decorative wall art.

20. Incredible Fantasy World Nr Disney, Amazing Amenities.Free Shuttle to the Parks

Incredible Fantasy World Nr Disney, Amazing Amenities.Free Shuttle to the Parks
Kissimmee
9.4 out of 10, Exceptional, (83 reviews)
"Clean spacious place. Fantastic pool area with slides. Family loved it."
United States
Thomas K.
The price is HK$541
HK$1,878 total
includes taxes & fees
2 Nov - 3 Nov
Incredible Fantasy World Nr Disney, Amazing Amenities.Free Shuttle to the Parks
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

Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

10/10 Excellent
"Siempre vengo y recibo el mismo trato, lo recomiendo 100%"
Carlos Rafael Gabriel 2-night trip
Posted 4 hours ago
Hilton Vacation Club Mystic Dunes Orlando

Find out more about Kissimmee

Kissimmee Vacation Homes information

Number of reviews
301
Accommodation
15806 Vacation Homes
Lowest Price
HK$525
Highest Price
HK$11,076

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