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Search results; Over 1,000 homes in Kissimmee

Flat in Kissimmee
Golf View - Reunion Escape for 4
1 bedroom, 2 beds, 1 private bathroom
7–12 Sept
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4.66 out of 5 average rating, 41 reviews
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds, 6 bathrooms
26 Sept – 1 Oct
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
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
Home in Davenport
Remodeled 5BR | Pool, Theater & Themed Rooms
5 bedrooms, 7 beds, 5.5 bathrooms
13–18 Sept
New place to stay
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, 12 reviews
Guest favourite
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
14–19 Feb
5.0 out of 5 average rating, 5 reviews
Superhost
Townhouse in Kissimmee
3 Bd/ 3 Ba/ The Hub At Westside (3228 Tt)
3 bedrooms, 4 beds, 3 bathrooms
7–12 Sept
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 bathrooms
5–10 Sept
New place to stay
Superhost
Home in Kissimmee
BRAND NEW Themed 07 Bedrooms At Solara Resort
7 bedrooms, 12 beds, 6 bathrooms
11–16 Jan
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Amazing Villa 9Bdrm/Games Room at Solara Resort
9 bedrooms, 12 beds, 6.5 bathrooms
13–18 Sept
Home in Kissimmee
Luxury Themed Retreat | Private Pool | 4mi-Disney
3 bedrooms, 6 beds, 2.5 bathrooms
6–11 Sept
New place to stay
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
28 Nov – 3 Dec
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
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
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 bathrooms
24–29 Oct
5.0 out of 5 average rating, 8 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
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds, 8 bathrooms
13–18 Sept