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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Cottage in Kissimmee
Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!
1 bedroom, 2 beds, 1 private bathroom
9–14 Sept
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4.99 out of 5 average rating, 202 reviews
Superhost
Home in Kissimmee
6 Bd/ 5 Ba/ Solara Resort (9038 Sr)
6 bedrooms, 11 beds, 5 bathrooms
6–11 Sept
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, 13 reviews
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds, 6 bathrooms
6–11 Sept
Superhost
Home in Kissimmee
New Themed Luxury 08 Bedrooms At Encore Resort
8 bedrooms, 8 beds, 7 bathrooms
2–7 Sept
Superhost
Home in Kissimmee
7 Bd/ 6 Ba/ Storey Lake (4585 sq ft)
7 bedrooms, 10 beds, 6 bathrooms
1–6 Oct
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
Superhost
Home in Davenport
Luxury 7-BD Villa - Pool, Theater, and Game Room
7 bedrooms, 14 beds, 5.5 bathrooms
7–12 Sept
New place to stay
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 bathrooms
5–10 Sept
New place to stay
Superhost
Flat in Orlando
Kids friendly 3 bedroom Condo - Tourist location
3 bedrooms, 3 beds, 2 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Home in Kissimmee
Golden Haven | 5BR | Pool | 12 Min to Disney
5 bedrooms, 7 beds, 4.5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Premium house, 4 bedrooms, sleeps 10, Kissimme
4 bedrooms, 8 beds, 3 bathrooms
1–6 Sept
New place to stay
Top guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds, 3 bathrooms
30 Sept – 5 Oct
5.0 out of 5 average rating, 9 reviews
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
3–8 Oct
4.92 out of 5 average rating, 12 reviews
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 bathrooms
6–11 Sept
5.0 out of 5 average rating, 19 reviews
Superhost
Home in Davenport
Remodeled 5BR | Pool, Theater & Themed Rooms
5 bedrooms, 7 beds, 5.5 bathrooms
13–18 Sept
New place to stay
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
Home in Kissimmee
Luxury Villa /Movie Theater/Pool Heater/
3 bedrooms, 5 beds, 3 bathrooms
1–6 Sept