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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Home in Kissimmee
Kissimmee cottage *15mi to WDW*
1 bedroom, 2 beds, 1 private bathroom
16–21 Sept
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4.87 out of 5 average rating, 135 reviews
Superhost
Home in Davenport
Remodeled 5BR | Pool, Theater & Themed Rooms
5 bedrooms, 7 beds
13–18 Sept
New place to stay
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds
24–29 Oct
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds
13–18 Sept
4.96 out of 5 average rating, 27 reviews
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, 12 reviews
Home in Kissimmee
Disney Dream Oasis 7br/4.5 Bath
7 bedrooms, 11 beds
1–6 Sept
New place to stay
Top guest favourite
Home in Kissimmee
4BR Disney & Universal Themed Villa Reunion Resort
4 bedrooms, 6 beds
5–10 Sept
5.0 out of 5 average rating, 19 reviews
Home in Kissimmee
Premium house, 4 bedrooms, sleeps 10, Kissimme
4 bedrooms, 8 beds
1–6 Sept
New place to stay
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds
6–11 Apr
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds
6–11 Sept
Superhost
Home in Kissimmee
BRAND NEW Themed 07 Bedrooms At Solara Resort
7 bedrooms, 12 beds
11–16 Jan
5.0 out of 5 average rating, 5 reviews
Guest favourite
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds
21–26 Sept
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds
1–6 Sept
New place to stay
Top guest favourite
Home in Kissimmee
Home w/ pool Margaritaville by Disney - Peaceful
3 bedrooms
2–7 Sept
4.99 out of 5 average rating, 88 reviews
Home in Kissimmee
7BR Lakeview Villa with Pool & Resort Access
7 bedrooms, 9 beds
1–6 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
Top guest favourite
Villa in Kissimmee
Villa Near Parks | No Cleaning Fee | Pool & Arcade
5 bedrooms, 8 beds
6–11 Sept
4.95 out of 5 average rating, 115 reviews
Top guest favourite
Home in Kissimmee
7 Bd/ 7 Ba/ Solara Resort (2327 Sr)
7 bedrooms, 10 beds
5–10 Dec
5.0 out of 5 average rating, 10 reviews
Superhost
Home in Clermont
Experience Our New 2026 10BR Home at Windsor Cay
10 bedrooms, 12 beds
13–18 Sept