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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Flat in Kissimmee
2 Bedrooms / 2 Bathrooms / Storey Lake (3150-404 P
2 bedrooms, 4 beds, 2 private bathrooms
1–6 Aug
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4.83 out of 5 average rating, 230 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
5.0 out of 5 average rating, 7 reviews
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
3 bedrooms, 6 beds, 2 bathrooms
8–13 Jul
New place to stay
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
9 bedrooms, 13 beds, 10 bathrooms
8–13 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
9–14 Jul
5.0 out of 5 average rating, 13 reviews
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms, 13 beds, 6 bathrooms
6–11 Jul
New place to stay
Superhost
Home in Kissimmee
2026 Brand New Themed 06 Bedrooms At Solara Resort
6 bedrooms, 2 beds, 5 bathrooms
1–6 Jan
Superhost
Home in Kissimmee
Sleeps 16·Pvt Pool+Spa·Gaming Tables·Clubhouse
6 bedrooms, 8 beds, 4.5 bathrooms
15–20 Jul
New place to stay
Superhost
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
26–31 Jan
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
Themed House private pool
4 bedrooms, 6 beds, 4.5 bathrooms
12–19 Jul
New place to stay
Superhost
Home in Kissimmee
5 BD/ 4.5 BA/ Encore at Reunion (266 SS)
5 bedrooms, 6 beds, 4 bathrooms
6–11 Jul
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
4 bedrooms, 5 beds, 3 bathrooms
11–16 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
9–14 Sept
Top guest favourite
Home in Kissimmee
Luxury Reunion Resort-private Pool-BBQ- NearDisney
5 bedrooms, 9 beds, 4 bathrooms
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
5 bedrooms, 6 beds, 5.5 bathrooms
12–17 Jul
New place to stay