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Search results; Over 1,000 homes in Kissimmee

Serviced apartment in Kissimmee
Professional-managed 2-bedroom + a loft in Orlando
3 bedrooms, 5 beds, 2 bathrooms
1–8 Aug
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5.0 out of 5 average rating, 4 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
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
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
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
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
5 bedrooms, 7 beds, 4.5 bathrooms
1–6 Sept
New place to stay
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
Modern Oasis with Private Pool
4 bedrooms, 5 beds, 3 bathrooms
3–8 Aug
New place to stay
Guest favourite
Home in Kissimmee
Brand New 07 Bedrooms At Solara Resort
7 bedrooms, 10 beds, 5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Superhost
Home in Four Corners
Windsor Westside Cozy 8BR Villa, Lake View, Pool
8 bedrooms, 10 beds, 6 bathrooms
28 Aug – 2 Sept
New place to stay
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
11–16 Aug
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms, 5 beds, 3 bathrooms
16–21 Aug
New place to stay
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4 bedrooms, 6 beds, 4.5 bathrooms
29 Aug – 3 Sept
4.9 out of 5 average rating, 21 reviews
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds, 3 bathrooms
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
New place to stay
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
8 bedrooms, 13 beds, 6 bathrooms
1–6 Aug
New place to stay