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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Holiday home in Kissimmee
Top Rated Luxury Lakeview 9-BR Villa @Storey Lake
9 bedrooms, 14 beds, 5 private bathrooms
7–12 Sept
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4.99 out of 5 average rating, 146 reviews
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
23–28 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Clermont
2026 Brand NEW 08 Bedrooms At Windsor Cay
8 bedrooms, 9 single beds, 6 bathrooms
13–18 Sept
New place to stay
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
15–20 Feb
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 bathrooms
23–28 Aug
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 12 reviews
Superhost
Flat in Kissimmee
3 Bd/ 2 Ba/ Storey Lake (3141-308 Pc)
3 bedrooms, 5 beds, 2 bathrooms
26–31 Aug
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds, 3 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 5 bathrooms
22–27 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds, 2.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
New place to stay
Home in Kissimmee
Disney Villa | Theater, Pool & Game Room Sleeps 22
9 bedrooms, 13 beds, 6.5 bathrooms
23–28 Aug
New place to stay
Superhost
Home in Kissimmee
BRAND NEW Themed 07 Bedrooms At Solara Resort
7 bedrooms, 12 beds, 6 bathrooms
25–30 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 bathrooms
18–23 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Villa in Four Corners
Stunning 8BR Villa with Private Pool & Gameroom
8 bedrooms, 11 beds, 5 bathrooms
13–18 Sept
New place to stay
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds, 2 bathrooms
18–23 Aug
New place to stay
Top guest favourite
Home in Kissimmee
Private Pool | Themed Rooms | Near Disney World!
5 bedrooms, 7 beds, 4 bathrooms
20–25 Aug
5.0 out of 5 average rating, 19 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4887 Rc)
4 bedrooms, 6 beds, 3 bathrooms
18–23 Sept
New place to stay
Home in Kissimmee
Luxury 4BR | Heated Salt Pool | Mini Golf
4 bedrooms, 6 beds, 2 bathrooms
22–27 Aug
New place to stay