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
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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$526 total
includes taxes & fees
11 Oct - 12 Oct
Maple Leaf Inn & Suites
Interior

2. 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
A modern kitchen with a central island, built-in appliances, and a large window providing natural light.

3. 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$420
HK$3,012 total
includes taxes & fees
2 Nov - 3 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.

4. 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 HK$635
HK$2,293 total
includes taxes & fees
9 Oct - 10 Oct
Charming 2-bedroom Florida Getaway! Sleeps 6
A modern bedroom with a large bed, a ceiling fan, and a view of a pool and building.

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

Private Resort Access~King Bed~Hot Tub~Balcony
Kissimmee
10.0 out of 10, Exceptional, (3 reviews)
"Great host and fantastic pool"
United States
paul m.
The price is HK$402
HK$2,993 total
includes taxes & fees
2 Nov - 3 Nov
Private Resort Access~King Bed~Hot Tub~Balcony
A modern living room with a sofa, ottoman, and glass dining table. There is a kitchen area with a microwave and cabinets.

6. Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760

Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
Kissimmee
9.0 out of 10, Wonderful, (59 reviews)
"The property was cozy and comfortable. It was perfect for myself and my husband. The beds were comfortable, shower was a good size, water was hot."
United States
Mari L.
Enchanting Newly Renovated 1.5miles to Disney and Near Tons of Restaurants 760
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.

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

Charming 2BR/2BA Townhome with Patio near Disney
Kissimmee
8.6 out of 10, Excellent, (23 reviews)
"Very nice stay"
United States
michael h.
The price is HK$388
HK$1,787 total
includes taxes & fees
12 Oct - 13 Oct
Charming 2BR/2BA Townhome with Patio near Disney
A living room with two sofas, a coffee table, and two lamps. There is a painting on the wall and a window with plants.

8. Sunny Private Pool & Spa & Fenced Yard. Nr Parks

Sunny Private Pool & Spa & Fenced Yard. Nr Parks
4.5 star property
Indian Point
Sunny Private Pool & Spa & Fenced Yard. Nr Parks
Resort pool area with water slides, lazy river, and shaded lounge chairs

9. 2BR family retreat w/ resort access

2BR family retreat w/ resort access
Kissimmee
10.0 out of 10, Exceptional, (2 reviews)
"Very nice stay! I strongly recommend the stay"
United States
dwayne
The price is HK$640
HK$2,628 total
includes taxes & fees
18 Oct - 19 Oct
2BR family retreat w/ resort access
Exterior

10. 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$2,913 total
includes taxes & fees
27 Oct - 28 Oct
Shake Shack Heated Pool & Hot Tub
A pool area with a water feature, lounge chairs, and a pergola.

11. Pond Access & Grill! Group Escape, 19 Mi to WDW

Pond Access & Grill! Group Escape, 19 Mi to WDW
Kissimmee
Pond Access & Grill! Group Escape, 19 Mi to WDW
Outdoor dining

12. 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, (17 reviews)
"Great place. Was clean and cozy. "
United States
Casey W.
The price is HK$699
HK$1,881 total
includes taxes & fees
9 Oct - 10 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.

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

Heated Pool~Game Room~Modern~Resort~Disney Magic
Lake Berkley
10.0 out of 10, Exceptional, (3 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$498
HK$3,681 total
includes taxes & fees
13 Oct - 14 Oct
Heated Pool~Game Room~Modern~Resort~Disney Magic
A resort with a large pool, water slides, and palm trees.

14. Amazing Home Near Disney, Amazing Amenities Renovated.Free Shuttle to the Parks!

Amazing Home Near Disney, Amazing Amenities Renovated.Free Shuttle to the Parks!
Kissimmee
9.2 out of 10, Wonderful, (104 reviews)
"Great place to stay. Especially for families!"
United States
Heather C.
The price is HK$541
HK$1,872 total
includes taxes & fees
12 Oct - 13 Oct
Amazing Home Near Disney, Amazing Amenities Renovated.Free Shuttle to the Parks!
A modern kitchen with white cabinets, stainless steel appliances, and a dining area set for a meal.

15. 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$628
HK$3,352 total
includes taxes & fees
11 Oct - 12 Oct
Stylish Family Retreat in Kissimmee
1.jpg

16. 4 BD/ 4 BA/ Bella Vida (440 LF)

4 BD/ 4 BA/ Bella Vida (440 LF)
Bellavida
9.0 out of 10, Wonderful, (28 reviews)
"This was a great property conveniently located to everything. The pool was great the accommodations were perfect for our family of 6."
United States
Eric H.
4 BD/ 4 BA/ Bella Vida (440 LF)
Exterior detail

17. 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, (7 reviews)
"Excellent house"
United States
Franks
The price is HK$1,052
HK$2,590 total
includes taxes & fees
11 Oct - 12 Oct
Fully renovated 3-bedroom townhome Kissimmee - Close to theme parks and airport
A modern kitchen with granite countertops, stainless steel appliances, and a dining area with a table and chairs.

18. 3-bedroom Disney Townhome Retreat

3-bedroom Disney Townhome Retreat
Kissimmee
10.0 out of 10, Exceptional, (9 reviews)
"Great stay nice home "
United States
julia t.
The price is HK$790
HK$2,754 total
includes taxes & fees
13 Oct - 14 Oct
3-bedroom Disney Townhome Retreat
A modern kitchen with white cabinetry, a large island with two decorative bowls, and a pendant light with multiple bulbs.

19. 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$630
HK$4,347 total
includes taxes & fees
12 Oct - 13 Oct
Freshly Updated~Near Disney~Private Pool~Resort
An aerial view of a hotel with a large swimming pool, multiple water slides, and a parking lot.

20. Private pool~Lazy River~Near Disney~Resort~Pool Table

Private pool~Lazy River~Near Disney~Resort~Pool Table
Kissimmee
9.4 out of 10, Exceptional, (10 reviews)
"It was amazing!! Host Derek was so responsive - beautiful house!!"
Canada
Camille
The price is HK$840
HK$5,634 total
includes taxes & fees
20 Oct - 21 Oct
Private pool~Lazy River~Near Disney~Resort~Pool Table
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
"I would like to go back. I love everything of it!"
Evelyn 2-night trip
Posted less than an hour ago
Hilton Vacation Club Mystic Dunes Orlando

Find out more about Kissimmee

Kissimmee Vacation Homes information

Number of reviews
278
Accommodation
15585 Vacation Homes
Lowest Price
HK$526
Highest Price
HK$5,634

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