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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Room in Kissimmee
Private Entrance King Suite private bathroom
1 bedroom, 1 bed, 1 private bathroom
23–28 Aug
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4.97 out of 5 average rating, 568 reviews
Home in Kissimmee
Sleeps 13-Park Shuttle-Themed Rooms-Solara Resort
5 bedrooms, 8 beds
1–6 Aug
New place to stay
Home in Kissimmee
Golden Haven | 14 PPL | Pool | 12 Min to Disney
5 bedrooms, 7 beds
16–21 Aug
New place to stay
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds
6–11 Aug
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds
18–23 Oct
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
31 Dec – 5 Jan
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5 bedrooms, 7 beds
3–8 Aug
5.0 out of 5 average rating, 20 reviews
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds
14–19 Aug
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
8 bedrooms, 12 beds
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds
10–15 Oct
5.0 out of 5 average rating, 17 reviews
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
10 bedrooms, 14 beds
9–14 Aug
New place to stay
Superhost
Home in Kissimmee
7BR/6BA w/ Private Pool | Solara Resort (SO9051)
7 bedrooms, 11 beds
5–10 Aug
New place to stay
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds
31 Aug – 5 Sept
New place to stay
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds
21–26 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
6 bedrooms, 6 beds
20–25 Aug
New place to stay
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
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
2–7 Aug
New place to stay
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