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Search results; Over 1,000 homes in Kissimmee

Superhost
Guest house in Kissimmee
Steps from the Magic World! The best accomodation!
5 bedrooms, 6 beds, 4 private bathrooms
29 Aug – 3 Sept
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4.61 out of 5 average rating, 80 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
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 beds, 5 bathrooms
28 Aug – 2 Sept
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
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
Flat in Kissimmee
Family Vacation Condo with pool/20 Min from Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
14–19 Aug
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
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
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
16–21 Aug
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
New place to stay, 5 bedrooms, 8 beds, 2.5 bathrooms
2–7 Aug
Home in Kissimmee
4BR Bright home with private pool
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 7 beds, 3 bathrooms
11–16 Aug
Superhost
Home in Kissimmee
7BR/6BA w/ Private Pool | Solara Resort (SO9051)
New place to stay, 7 bedrooms, 11 beds, 6.5 bathrooms
17–22 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
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
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
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
Magic Palms Villa
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 9 beds, 3 bathrooms
15–20 Aug
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
29 Aug – 3 Sept