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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
Family friendly/Pet friendly Orlando paradise
2 bedrooms, 2 beds, 2.5 private bathrooms
19–24 Aug
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4.99 out of 5 average rating, 145 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
6–11 Sept
5.0 out of 5 average rating, 11 reviews
Flat in Kissimmee
3BR Townhouse Near Disney Resort Style (8 Guests)
3 bedrooms, 4 beds
1–6 Aug
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
14–19 Feb
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds
28 Aug – 2 Sept
Home in Kissimmee
Sleeps 13-Park Shuttle-Themed Rooms-Solara Resort
5 bedrooms, 8 beds
3–8 Aug
New place to stay
Superhost
Home in Kissimmee
Brand NEW 2026 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds
15–20 Nov
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds
18–23 Oct
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
8 bedrooms, 12 beds
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5 bedrooms, 7 beds
19–24 Aug
5.0 out of 5 average rating, 20 reviews
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds
11–16 Aug
5.0 out of 5 average rating, 3 reviews
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
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds
1–6 Aug
New place to stay
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
10 bedrooms, 14 beds
16–21 Aug
New place to stay
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds
14–19 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
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds
18–23 Oct
Guest favourite
Home in Kissimmee
NEW 07 Bedroom Themed Luxury in Solara Resort
7 bedrooms, 10 beds
23–28 Aug
4.94 out of 5 average rating, 18 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds
17–22 Aug
New place to stay