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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Spacious 3/2 condo close to the Parks w amenities
3 bedrooms, 4 beds, 2 private bathrooms
1–6 Aug
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4.82 out of 5 average rating, 313 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
20–25 Nov
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
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
16–21 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
Magic Palms Villa
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 9 beds, 3 bathrooms
16–21 Aug
Home in Kissimmee
Modern Oasis with Private Pool
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay, 6 bedrooms, 6 beds, 5.5 bathrooms
20–25 Aug
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
New place to stay, 5 bedrooms, 7 beds, 4.5 bathrooms
1–6 Sept
Home in Kissimmee
4BR Bright home with private pool
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 7 beds, 3 bathrooms
5–10 Aug
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
Home in Kissimmee
Marvelous place to relax, w/ pool, near all parks!
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
23–28 Nov
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
New place to stay, 4 bedrooms, 8 beds, 5 bathrooms
1–6 Aug
Home in Davenport
Modern 4BR w/ Private Pool - Minutes from Disney
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
8–13 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
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
Top guest favourite
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
5.0 out of 5 average rating, 5 reviews, 8 bedrooms, 13 beds, 6 bathrooms
22–27 Aug
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
11–16 Aug