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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Home in Kissimmee
Cozy House with Pool. Kissimmee/Orlando
3 bedrooms, 5 beds, 2 private bathrooms
9–14 Aug
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4.91 out of 5 average rating, 268 reviews
Home in Four Corners
The Epic Escape Mansion 9Br near Disney/Universal
New place to stay, 9 bedrooms, 20 beds, 5 bathrooms
2–7 Aug
Home in Kissimmee
Sleeps 13-Park Shuttle-Themed Rooms-Solara Resort
New place to stay, 5 bedrooms, 8 beds, 5.5 bathrooms
1–6 Aug
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 beds, 5 bathrooms
6–11 Aug
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
14–19 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
12–17 Sept
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 17 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
10–15 Oct
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
16–21 Aug
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
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
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
29 Aug – 3 Sept
Guest favourite
Home in Kissimmee
Magic Palms Villa
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 9 beds, 3 bathrooms
13–18 Aug
Home in Davenport
Modern 4BR w/ Private Pool - Minutes from Disney
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
9–14 Aug
Home in Kissimmee
Golden Haven | 14 PPL | Pool | 12 Min to Disney
New place to stay, 5 bedrooms, 7 beds, 4.5 bathrooms
9–14 Aug
Top guest favourite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
5.0 out of 5 average rating, 5 reviews, 8 bedrooms, 13 beds, 6 bathrooms
9–14 Aug
Superhost
Home in Kissimmee
7 BD/ 7.5 BA/ Sonoma Resort (3901 OA)
7 bedrooms, 7 beds, 7.5 bathrooms
2–7 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 4 bathrooms
8–13 Aug