Search results; Over 1,000 homes in Kissimmee

Superhost
Apartment in Kissimmee
Orlando Fantasy World
2 bedrooms, 4 beds, 2 bathrooms
25–31 Dec
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Home in Kissimmee
Home Near Disney with pool, theater & games.
3 bedrooms, 5 beds, 1 bathroom
1–6 Jul
New place to stay
Home in Kissimmee
Orlando Dream Escape | Piscina Privada | Disney
3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
New place to stay
Home in Kissimmee
Lux Sonoma Retreat w Private Pool & Outdoor BBQ
14 bedrooms, 21 beds, 11 bathrooms
5–10 Jul
New place to stay
Townhouse in Davenport
Windsor IsIand | 5 Br 14ppl | Pool, WATER PARK
5 bedrooms, 8 beds, 4.5 bathrooms
1–6 Jul
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
1–6 Jul
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
25–30 Oct
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Disney 15 Min! 4 BR Themed Home With Private Pool
4 bedrooms, 5 beds, 3 bathrooms
3–8 Jul
New place to stay
Superhost
Place to stay in Kissimmee
Nice and comfortable rooms near Disney
2 bedrooms, 5 beds, 1 bathroom
1–6 Jul
New place to stay
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Oversized Spa | Arcade Room | Kids Bedrooms | 030
6 bedrooms, 10 beds, 6 bathrooms
5–10 Jul
4.83 out of 5 average rating, 6 reviews
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
5 bedrooms, 6 beds, 5.5 bathrooms
7–12 Aug
New place to stay
Home in Kissimmee
Magic Escape Orlando
4 bedrooms, 6 beds, 3 bathrooms
9–14 Jul
New place to stay
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
15–20 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Kissimmee
Cozy apt close to everything! pet friendly
3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
New place to stay
Top guest favourite
Home in Kissimmee
Elegant 5B & 3B Private Pool Villa near Disney
5 bedrooms, 8 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Home in Davenport
Pelicans Landing
3 bedrooms, 4 beds, 2.5 bathrooms
5–10 Jul
New place to stay
Guest favourite
Home in Kissimmee
Stylish 4BR | Private Pool | Patio | Game Room
4 bedrooms, 4 beds, 3.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 7 reviews