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Search results; Over 1,000 homes in Kissimmee

Apartment in Kissimmee
WorldMark Reunion Three Bedroom
3 bedrooms, 4 beds, 3 shared bathrooms
1–6 Aug
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4.77 out of 5 average rating, 694 reviews
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds, 4.5 bathrooms
18–23 Oct
Superhost
Townhouse in Clermont
5BR Private Pool Home at Windsor Cay Near Disney
New place to stay, 5 bedrooms, 7 beds, 4.5 bathrooms
16–21 Aug
Superhost
Home in Kissimmee
Jungle pool home w/ hot tub - close to Disney
New place to stay, 4 bedrooms, 7 beds, 3 bathrooms
11–16 Sept
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 9 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
31 Dec – 5 Jan
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 beds, 5 bathrooms
28 Aug – 2 Sept
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
14–19 Aug
Townhouse in Davenport
Beautiful townhouse just 15 minutes from Disney
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
New place to stay, 5 bedrooms, 8 beds, 3.5 bathrooms
3–8 Sept
Superhost
Home in Kissimmee
7BR/6BA w/ Private Pool | Solara Resort (SO9051)
New place to stay, 7 bedrooms, 11 beds, 6.5 bathrooms
5–10 Aug
Home in Kissimmee
Golden Haven | 14 PPL | Pool | 12 Min to Disney
New place to stay, 5 bedrooms, 7 beds, 4.5 bathrooms
16–21 Aug
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 6 beds, 3 bathrooms
21–26 Oct
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
New place to stay, 7 bedrooms, 9 beds, 6.5 bathrooms
1–6 Aug
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay, 6 bedrooms, 6 beds, 5.5 bathrooms
20–25 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
Top guest favourite
Home in Kissimmee
Retreat by Disney, Universal-Pool-Dog Friendly
5.0 out of 5 average rating, 22 reviews, 4 bedrooms, 6 beds, 3 bathrooms
27 Aug – 1 Sept
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
5.0 out of 5 average rating, 3 reviews, 8 bedrooms, 12 beds, 5 bathrooms
3–8 Aug
Superhost
Home in Kissimmee
7 Bd/ 7.5 Ba/ Sonoma Resort (3901 Oa)
7 bedrooms, 7 beds, 7.5 bathrooms
2–7 Aug