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Search results; Over 1,000 homes in Kissimmee

Superhost
Boutique hotel in Kissimmee
2-bedroom/2-bath suite Sleeps 12 - Near Disney
2 bedrooms, 6 beds, 2 private bathrooms
2–7 Aug
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5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
14–19 Feb
5.0 out of 5 average rating, 3 reviews
Flat in Kissimmee
3BR Townhouse Near Disney Resort Style (8 Guests)
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5 bedrooms, 7 beds, 5.5 bathrooms
19–24 Aug
5.0 out of 5 average rating, 20 reviews
Home in Kissimmee
Sleeps 13-Park Shuttle-Themed Rooms-Solara Resort
5 bedrooms, 8 beds, 5.5 bathrooms
3–8 Aug
New place to stay
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 4 beds, 2 bathrooms
14–19 Aug
New place to stay
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
8 bedrooms, 12 beds, 5 bathrooms
10–15 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds, 6.5 bathrooms
18–23 Oct
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
11–16 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
28 Aug – 2 Sept
4.97 out of 5 average rating, 39 reviews
Apartment in Kissimmee
*NEW* 3BR/2BA Condo w/ pool, steps to Disney
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
New place to stay
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds, 4.5 bathrooms
18–23 Oct
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
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, 5 bathrooms
28 Aug – 2 Sept
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
30 Aug – 4 Sept
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 bathrooms
21–26 Oct
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
8–13 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
2–7 Aug