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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Townhouse in Kissimmee
Adorable 2 bdr lakefront w/jacuzzi 5 min *Disney*
2 bedrooms, 3 beds, 2.5 private bathrooms
16–21 Aug
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4.88 out of 5 average rating, 237 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
21–26 Sept
New place to stay
Superhost
Townhouse in Clermont
5 BD/ 4.5 BA/ Windsor Cay (16218 CC)
5 bedrooms, 7 beds
18–23 Oct
Superhost
Home in Davenport
In Resort Themed Home /Pvt Pool / Game room 273961
5 bedrooms, 7 beds
21–26 Aug
Superhost
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms, 5 beds
16–21 Aug
New place to stay
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
6 bedrooms, 6 beds
20–25 Aug
New place to stay
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
5 bedrooms, 7 beds
1–6 Sept
New place to stay
Home in Kissimmee
Modern Oasis with Private Pool
4 bedrooms, 5 beds
3–8 Aug
New place to stay
Home in Davenport
Modern 4BR w/ Private Pool - Minutes from Disney
4 bedrooms, 6 beds
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds
11–16 Aug
Guest favourite
Home in Kissimmee
Brand New 07 Bedrooms At Solara Resort
7 bedrooms, 10 beds
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds
1–6 Aug
New place to stay
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
4 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Four Corners
Windsor Westside Cozy 8BR Villa, Lake View, Pool
8 bedrooms, 10 beds
28 Aug – 2 Sept
New place to stay
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds
2–7 Aug
New place to stay
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
8 bedrooms, 13 beds
1–6 Aug
New place to stay
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
10 bedrooms, 14 beds
3–8 Aug
New place to stay