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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Spacious 3/2 condo close to the Parks w amenities
3 bedrooms, 4 beds, 2 private bathrooms
1–6 Aug
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4.82 out of 5 average rating, 313 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
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
19–24 Dec
Superhost
Home in Davenport
In Resort Themed Home /Pvt Pool / Game room 273961
5 bedrooms, 7 beds, 5.5 bathrooms
21–26 Aug
Townhouse in Davenport
Beautiful townhouse just 15 minutes from Disney
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
16–21 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
Superhost
Home in Kissimmee
Magic Palms Villa
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 9 beds, 3 bathrooms
16–21 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
16–21 Aug
Home in Kissimmee
Modern Oasis with Private Pool
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 16 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
12–17 Feb
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
New place to stay, 5 bedrooms, 7 beds, 4.5 bathrooms
31 Aug – 5 Sept
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
11–16 Aug
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 Aug
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
New place to stay, 5 bedrooms, 7 beds, 4 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
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
New place to stay, 3 bedrooms, 3 bathrooms
1–6 Aug
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug