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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Villa in Kissimmee
3 Miles from Disney 5/5 Pool home-free pool heat
5 bedrooms, 7 beds, 5 private bathrooms
19–24 Jul
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4.87 out of 5 average rating, 31 reviews
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 2.5 bathrooms
3–8 Aug
New place to stay
Home in Kissimmee
Orlando Dream Escape
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
New place to stay
Superhost
Townhouse in Clermont
Mario Arcade & Wizard Magic @ Windsor Cay
5 bedrooms, 8 beds, 5.5 bathrooms
29 Aug – 3 Sept
New place to stay
Superhost
Townhouse in Clermont
Brand 2026 NEW 05 Bdrms At Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
22–27 Aug
New place to stay
Superhost
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
6 bedrooms, 9 beds, 4.5 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Davenport
5BR Solterra Home with Private Pool Near Disney
5 bedrooms, 5 beds, 4.5 bathrooms
22–27 Jun
New place to stay
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
New place to stay
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds, 4 bathrooms
21–26 Jun
New place to stay
Home in Kissimmee
Disney Area Home | Pool | Hot Tub | Themed Rooms
5 bedrooms, 9 beds, 4.5 bathrooms
21–26 Jun
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Davenport
Renovated Luxury 5BR Villa with Private Pool
5 bedrooms, 5 beds, 4.5 bathrooms
6–11 Jul
New place to stay
Superhost
Apartment in Kissimmee
Perfect 2BD Family Condo w/ Balcony Near Disney
2 bedrooms, 3 beds, 2 bathrooms
2–7 Sept
New place to stay
Superhost
Home in Davenport
10 BD/ 8 BA/ Windsor Island (2120 LC)
10 bedrooms, 16 beds, 8 bathrooms
22–27 Jun
New place to stay
Home in Kissimmee
4BR Storey Lake Home, Heated Pool
4 bedrooms, 6 beds, 3 bathrooms
17–22 Jul
Top guest favourite
Flat in Kissimmee
Disney Retreat King Bed Resort Perks Pets Allowed
1 bedroom, 2 beds, 1 bathroom
20–25 Jun
4.98 out of 5 average rating, 45 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba Sleeps 12! Storey Lake (4874CT)
4 bedrooms, 6 beds, 3 bathrooms
21–26 Jun
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Clermont
Beautiful 5BR Themed Villa w/ Pool at Windsor Cay
5 bedrooms, 7 beds, 4 bathrooms
12–17 Sept
5.0 out of 5 average rating, 12 reviews