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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Home in Kissimmee
3 bedroom Villa in Kissimmee
3 bedrooms, 6 beds, 2 private bathrooms
26 Apr – 1 May
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4.88 out of 5 average rating, 277 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
31 Dec – 5 Jan
5.0 out of 5 average rating, 9 reviews
Superhost
Townhouse in Clermont
5BR Private Pool Home at Windsor Cay Near Disney
5 bedrooms, 7 beds, 4.5 bathrooms
16–21 Aug
New place to stay
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
28 Aug – 2 Sept
Townhouse in Davenport
Beautiful townhouse just 15 minutes from Disney
4 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
New place to stay
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds, 8 bathrooms
14–19 Aug
New place to stay
Superhost
Home in Kissimmee
Jungle pool home w/ hot tub - close to Disney
4 bedrooms, 7 beds, 3 bathrooms
11–16 Sept
New place to stay
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds, 6.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 bathrooms
21–26 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Flat in Kissimmee
3 BD/ 2 BA/ Storey Lake (4741 CD-201)
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 10 reviews
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
5 bedrooms, 8 beds, 3.5 bathrooms
3–8 Sept
New place to stay
Top guest favourite
Home in Kissimmee
Retreat by Disney, Universal-Pool-Dog Friendly
4 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
5.0 out of 5 average rating, 22 reviews
Home in Kissimmee
Marvelous place to relax, w/ pool, near all parks!
3 bedrooms, 4 beds, 2 bathrooms
23–28 Nov
New place to stay
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
8 bedrooms, 12 beds, 5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
7BR/6BA w/ Private Pool | Solara Resort (SO9051)
7 bedrooms, 11 beds, 6.5 bathrooms
17–22 Aug
New place to stay
Home in Davenport
Modern 4BR w/ Private Pool - Minutes from Disney
4 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds, 6.5 bathrooms
1–6 Aug
New place to stay
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds, 2.5 bathrooms
2–7 Aug
New place to stay