Search results; Over 1,000 homes in Kissimmee

Superhost
Apartment in Kissimmee
Orlando Fantasy World
2 bedrooms, 4 beds, 2 bathrooms
25–31 Dec
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Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
New place to stay
Home in Kissimmee
BRAND NEW - 5Bed / 5Bat - Villa Star Wars
5 bedrooms, 7 beds, 5 bathrooms
1–6 Jul
New place to stay
Home in Kissimmee
Disney 15 Min! 4 BR Themed Home With Private Pool
4 bedrooms, 5 beds, 3 bathrooms
28 Jul – 2 Aug
New place to stay
Home in Kissimmee
Orlando Dream Escape | Piscina Privada | Disney
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
New place to stay
Superhost
Home in Kissimmee
2026 Themed NEW 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds, 7.5 bathrooms
30 Nov – 5 Dec
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds, 6 bathrooms
5–10 Jul
4.83 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds, 4 bathrooms
1–6 Aug
New place to stay
Superhost
Townhouse in Kissimmee
5 BD/ 4 BA/ Story Lake (4810 ML)
5 bedrooms, 7 beds, 4 bathrooms
20–25 Jul
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Kissimmee
Aurora Lux| Heated Pool| Games Room| Mini Golf|BBQ
4 bedrooms, 6 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
5 bedrooms, 6 beds, 5.5 bathrooms
7–12 Aug
New place to stay
Superhost
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
21–26 Nov
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
5 Bedroom 5.5 Bathroom Windsor at Westside 8800
5 bedrooms, 7 beds, 5.5 bathrooms
1–6 Jul
New place to stay
Superhost
Townhouse in Clermont
Mario Arcade & Wizard Magic @ Windsor Cay
5 bedrooms, 8 beds, 5.5 bathrooms
12–17 Oct
New place to stay
Home in Kissimmee
Disney 15 min Away | Private Pool | 4 Themed Rooms
3 bedrooms, 3 beds, 2 bathrooms
5–10 Jul
New place to stay
Superhost
Home in Davenport
10 BD/ 8 BA/ Windsor Island (2120 LC)
10 bedrooms, 16 beds, 8 bathrooms
25–30 Aug
New place to stay
Superhost
Home in Clermont
2026 NEW Themed 07 Bedroom Home At Windsor Cay
7 bedrooms, 12 beds, 6 bathrooms
6–11 Sept
5.0 out of 5 average rating, 4 reviews