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Search results; Over 1,000 homes in Kissimmee

Superhost
Villa in Kissimmee
3mi to Disney Heated Pool Arcade Villa Sleeps 10
4 bedrooms, 5 beds, 2 private bathrooms
15–20 Aug
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4.91 out of 5 average rating, 226 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
Superhost
Home in Kissimmee
Storey Lake Retreat | Private Pool w/ Spa + BBQ
New place to stay, 5 bedrooms, 7 beds, 5 bathrooms
10–15 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
Guest favourite
Home in Kissimmee
Elegant 5B & 3B Private Pool Villa near Disney
5.0 out of 5 average rating, 8 reviews, 5 bedrooms, 8 beds, 3 bathrooms
2–7 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
Townhouse in Kissimmee
4 Bedrooms / 3 Bathrooms / Storey Lake (4821DS)
4 bedrooms, 6 beds, 3 bathrooms
22–27 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
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
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
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
Home in Four Corners
10 BD/ 8 BA/ Windsor Cay (1017 BP)
10 bedrooms, 15 beds, 8 bathrooms
16–21 Aug
Superhost
Home in Kissimmee
6BR Disney Escape Pool, SPA, Gaming Room and fun
New place to stay, 6 bedrooms, 7 beds, 6 bathrooms
19–24 Jul
Superhost
Townhouse in Orlando
Fun Family Townhome with Pool and Game Room!
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 9 beds, 5 bathrooms
30 Aug – 4 Sept
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
Home in Kissimmee
Mayson's Cozy Nest
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
12–17 Jul
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
4.95 out of 5 average rating, 107 reviews, 8 bedrooms, 17 beds, 5 bathrooms
28 Jul – 2 Aug
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
9–14 Sept