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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Disney Themed Condo 5 Miles to Disney World
2 bedrooms, 4 beds, 2 private bathrooms
29 Jun – 4 Jul
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4.89 out of 5 average rating, 113 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
5.0 out of 5 average rating, 3 reviews, 7 bedrooms, 6 beds, 4.5 bathrooms
14–19 Feb
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds, 4.5 bathrooms
18–23 Oct
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
5.0 out of 5 average rating, 3 reviews, 8 bedrooms, 12 beds, 5 bathrooms
3–8 Aug
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 6 beds, 3 bathrooms
21–26 Oct
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
14–19 Aug
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 beds, 5 bathrooms
28 Aug – 2 Sept
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
New place to stay, 9 bedrooms, 12 beds, 6 bathrooms
31 Aug – 5 Sept
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
Guest favourite
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
18–23 Oct
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
Top guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
4.91 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
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
6–11 Sept
Townhouse in Kissimmee
!NEW! Family Pool Home Near Disney Orlando
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Flat in Kissimmee
Family Vacation Condo with pool/20 Min from Disney
New place to stay, 2 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Apartment in Kissimmee
*NEW* 3BR/2BA Condo w/ pool, steps to Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Superhost
Townhouse in Davenport
Luxury Stay 5BR at Windsor Island - Near Disney
5 bedrooms, 7 beds, 5.5 bathrooms
30 Aug – 4 Sept