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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Cottage in Kissimmee
Cozy Private Cottage 5 miles from Disney!
1 bedroom, 1 bed, 1 private bathroom
6–11 Aug
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4.89 out of 5 average rating, 242 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
21–26 Sept
New place to stay
Superhost
Home in Davenport
In Resort Themed Home /Pvt Pool / Game room 273961
5 bedrooms, 7 beds
21–26 Aug
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms, 5 beds
9–14 Aug
New place to stay
Townhouse in Davenport
Beautiful townhouse just 15 minutes from Disney
4 bedrooms, 5 beds
9–14 Aug
New place to stay
Home in Davenport
LuxTownhouse Just min from DisneyWorld & Universal
4 bedrooms, 6 beds
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Home in Davenport
Modern 4BR w/ Private Pool - Minutes from Disney
4 bedrooms, 6 beds
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Modern Oasis with Private Pool
4 bedrooms, 5 beds
3–8 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds
12–17 Feb
5.0 out of 5 average rating, 16 reviews
Superhost
Home in Kissimmee
Classy 12BR, 11.5Bath, Sleeps 32, Theater, Game Rm
12 bedrooms, 21 beds
9–14 Aug
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds
11–16 Aug
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds
28 Aug – 2 Sept
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
8–13 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
4 bedrooms, 8 beds
1–6 Aug
New place to stay
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds
2–7 Aug
New place to stay
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds
19–24 Dec
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
5 bedrooms, 6 beds
23–28 Aug
New place to stay