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Search results; Over 1,000 homes in Kissimmee

Apartment in Kissimmee
Condo with Private Balcony, Near Amenities | 333
2 bedrooms, 2 beds, 3 private bathrooms
1–6 Aug
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Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
21–26 Sept
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
Superhost
Home in Kissimmee
Magic Palms Villa
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 9 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
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
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
New place to stay, 4 bedrooms, 5 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 Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
New place to stay, 5 bedrooms, 7 beds, 4.5 bathrooms
31 Aug – 5 Sept
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
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
11–16 Aug
Guest favourite
Home in Kissimmee
Brand New 07 Bedrooms At Solara Resort
5.0 out of 5 average rating, 24 reviews, 7 bedrooms, 10 beds, 5 bathrooms
7–12 Sept
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
New place to stay, 7 bedrooms, 9 beds, 6.5 bathrooms
1–6 Aug
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
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
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
New place to stay, 8 bedrooms, 13 beds, 6 bathrooms
1–6 Aug
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
30 Aug – 4 Sept
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
New place to stay, 10 bedrooms, 14 beds, 8 bathrooms
3–8 Aug