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Search results; Over 1,000 homes in Kissimmee

Superhost
Serviced apartment in Kissimmee
FABULOUS 2BD/2BA VILLA | ORANGE LAKE RESORT
2 bedrooms, 4 beds, 2 private bathrooms
6–11 Sept
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4.67 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 bathrooms
6–11 Apr
Superhost
Home in Davenport
Remodeled 5BR | Pool, Theater & Themed Rooms
5 bedrooms, 7 beds, 5.5 bathrooms
13–18 Sept
New place to stay
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms, 11 beds, 5 bathrooms
6–11 Sept
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
6–11 Sept
5.0 out of 5 average rating, 13 reviews
Superhost
Flat in Orlando
Kids friendly 3 bedroom Condo - Tourist location
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
New place to stay
Superhost
Home in Kissimmee
6 Bd / 3,5 Ba / Sleeps 22 / Reunion Village
6 bedrooms, 11 beds, 3.5 bathrooms
7–12 Sept
New place to stay
Superhost
Townhouse in Kissimmee
3 Bd/ 3 Ba/ The Hub At Westside (3228 Tt)
3 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
New place to stay
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 bathrooms
5–10 Sept
New place to stay
Superhost
Home in Davenport
7 Bd/ 5.5 Ba/ Windsor Island Resort (3409 Lw)
7 bedrooms, 5.5 bathrooms
3–8 Sept
New place to stay
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds, 2 bathrooms
5–10 Oct
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds, 4.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Flat in Kissimmee
3 Bd/ 2 Ba/ Storey Lake (3141-308 Pc)
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds, 4 bathrooms
2–7 Sept
New place to stay
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds, 3 bathrooms
18–23 Sept
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds, 6 bathrooms
8–13 Sept
4.86 out of 5 average rating, 7 reviews
Superhost
Villa in Four Corners
Stunning 8BR Villa with Private Pool & Gameroom
8 bedrooms, 11 beds, 5 bathrooms
13–18 Sept
New place to stay