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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Ideal for Two Families • Sleeps 8 • Top Location
4 bedrooms, 6 beds, 3.5 private bathrooms
19–24 Oct
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4.97 out of 5 average rating, 264 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
21–26 Sept
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
Superhost
Home in Davenport
In Resort Themed Home /Pvt Pool / Game room 273961
5 bedrooms, 7 beds, 5.5 bathrooms
21–26 Aug
Townhouse in Davenport
Beautiful townhouse just 15 minutes from Disney
4 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
New place to stay
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
5 bedrooms, 7 beds, 4.5 bathrooms
9–14 Aug
New place to stay
Home in Davenport
LuxTownhouse Just min from DisneyWorld & Universal
4 bedrooms, 6 beds, 3 bathrooms
4–9 Aug
5.0 out of 5 average rating, 3 reviews
Home in Davenport
Modern 4BR w/ Private Pool - Minutes from Disney
4 bedrooms, 6 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
New place to stay
Home in Kissimmee
Modern Oasis with Private Pool
4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
12–17 Feb
5.0 out of 5 average rating, 16 reviews
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
28 Aug – 2 Sept
Superhost
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds, 3 bathrooms
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
11–16 Aug
Superhost
Home in Orlando
Brand-new 5BR Paradiso Minecraft adventure villa
5 bedrooms, 9 beds, 5 bathrooms
1–6 Aug
New place to stay
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
5.0 out of 5 average rating, 10 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
New place to stay
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