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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
Enchanted Terra 3/2 Lake Home resort near Disney
3 bedrooms, 4 beds, 2.5 private bathrooms
25–30 Jul
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4.93 out of 5 average rating, 259 reviews
Home in Kissimmee
Disney 15 Min! 4 BR Themed Home With Private Pool
4 bedrooms, 5 beds
3–8 Jul
New place to stay
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds
27 Sept – 2 Oct
New place to stay
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
5 bedrooms, 6 beds
7–12 Aug
New place to stay
Home in Kissimmee
Orlando Dream Escape | Piscina Privada | Disney
3 bedrooms, 4 beds
9–14 Aug
New place to stay
Superhost
Home in Kissimmee
2026 Themed NEW 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds
30 Nov – 5 Dec
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds
4–9 Aug
New place to stay
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds
5–10 Jul
4.83 out of 5 average rating, 6 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Davenport
5BR Solterra Home with Private Pool Near Disney
5 bedrooms, 5 beds
1–6 Jul
New place to stay
Superhost
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
6 bedrooms, 9 beds
23–28 Aug
New place to stay
Superhost
Home in Davenport
10 BD/ 8 BA/ Windsor Island (2120 LC)
10 bedrooms, 16 beds
25–30 Aug
New place to stay
Superhost
Townhouse in Kissimmee
5 BD/ 4 BA/ Story Lake (4810 ML)
5 bedrooms, 7 beds
20–25 Jul
New place to stay
Top guest favourite
Home in Kissimmee
Themed Brand New 07 Bedrooms At Solara Resort
7 bedrooms, 10 beds
7–12 Sept
5.0 out of 5 average rating, 16 reviews
Top guest favourite
Home in Kissimmee
Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ
4 bedrooms, 6 beds
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Clermont
Beautiful 5BR Themed Villa w/ Pool at Windsor Cay
5 bedrooms, 7 beds
28 Nov – 3 Dec
5.0 out of 5 average rating, 13 reviews
Home in Kissimmee
Fun Palm Way
4 bedrooms, 8 beds
12–17 Jul
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
Luxury 6 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 8 beds
29 Aug – 3 Sept