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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Poolside, 3Br Windsor Hills, Disney 2mi, Waterpark
3 bedrooms, 7 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.98 out of 5 average rating, 207 reviews
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
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
9–14 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 Davenport
LuxTownhouse Just min from DisneyWorld & Universal
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
4–9 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
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
Home in Kissimmee
Modern Oasis with Private Pool
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 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
Superhost
Home in Kissimmee
Classy 12BR, 11.5Bath, Sleeps 32, Theater, Game Rm
New place to stay, 12 bedrooms, 21 beds, 11.5 bathrooms
9–14 Aug
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
11–16 Aug
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
28 Aug – 2 Sept
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
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
19–24 Dec
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
New place to stay, 4 bedrooms, 8 beds, 5 bathrooms
1–6 Aug
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
23–28 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
22–27 Aug