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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Epic Windsor Palms Parkside Retreat
3 bedrooms, 4 beds, 2 private bathrooms
2–7 Oct
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4.83 out of 5 average rating, 42 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds
6–11 Apr
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms, 11 beds
6–11 Sept
Superhost
Home in Davenport
Remodeled 5BR | Pool, Theater & Themed Rooms
5 bedrooms, 7 beds
13–18 Sept
New place to stay
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 Tb)
7 bedrooms, 10 beds
26 Sept – 1 Oct
New place to stay
Superhost
Home in Kissimmee
NEW Home Luxury 04 Bedrooms At Storey Lake
4 bedrooms, 6 beds
25–30 Sept
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
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
1–6 Sept
New place to stay
Superhost
Home in Kissimmee
6 Bd / 3,5 Ba / Sleeps 22 / Reunion Village
6 bedrooms, 11 beds
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
7–12 Sept
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds
5–10 Oct
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds
5–10 Sept
New place to stay
Home in Kissimmee
Superhero HQ: Private Pool & Spa Near Disney
5 bedrooms, 6 beds
1–6 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds
13–18 Sept
Superhost
Flat in Kissimmee
Luxury Reunion Retreat Patio Views Near Disney
5 bedrooms, 6 beds
2–7 Sept
New place to stay
Superhost
Flat in Kissimmee
3 Bd/ 2 Ba/ Storey Lake (3141-308 Pc)
3 bedrooms, 5 beds
1–6 Sept
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds
8–13 Sept
4.86 out of 5 average rating, 7 reviews
Superhost
Home in Clermont
10 Bd/ 8 Ba/ Windsor Cay (1031 Cr)
10 bedrooms, 15 beds
7–12 Sept
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds
18–23 Sept