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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Poolside, 3Br Windsor Hills, Disney 2mi, Waterpark
3 bedrooms, 7 beds, 2 private bathrooms
30 Aug – 4 Sept
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4.98 out of 5 average rating, 206 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 8 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
Top guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 8 beds, 4 bathrooms
7–12 Feb
Superhost
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds, 3 bathrooms
22–27 Aug
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
14–19 Aug
Superhost
Home in Kissimmee
7 Bd/5.5Ba Sleeps 16! Windsor at Westside (2100RD)
7 bedrooms, 9 beds, 5.5 bathrooms
19–24 Jul
Superhost
Home in Four Corners
10 BD/ 8 BA/ Windsor Cay (1017 BP)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Aug
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Superhost
Home in Kissimmee
Classy 12BR, 11.5Bath, Sleeps 32, Theater, Game Rm
New place to stay, 12 bedrooms, 21 beds, 11.5 bathrooms
12–17 Jul
Home in Kissimmee
Lakefront Charmer 8BR 6BA Home Cinema Pool/Spa
New place to stay, 8 bedrooms, 13 beds, 6 bathrooms
26–31 Jul
Home in Kissimmee
5BR Fantastic Villa | Pool & Game Room Near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Superhost
Home in Kissimmee
Luxury NEW 09 Bedroom/Pool At Solara Resort
5.0 out of 5 average rating, 3 reviews, 9 bedrooms, 13 beds, 6.5 bathrooms
8–13 Sept
Superhost
Home in Kissimmee
Magic Escape Orlando
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
5.0 out of 5 average rating, 7 reviews, 15 bedrooms, 21 beds, 16.5 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
New place to stay, 7 bedrooms, 9 beds, 6.5 bathrooms
12–17 Jul
Guest favourite
Home in Kissimmee
Stylish 4BR | Private Pool | Patio | Game Room
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 4 beds, 3.5 bathrooms
23–28 Aug