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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Cottage in Kissimmee
Margaritaville 7BR | Heated Pool | Lake Sunsets
7 bedrooms, 10 beds, 7 private bathrooms
28 Jul – 2 Aug
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5.0 out of 5 average rating, 35 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, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 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
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
Superhost
Home in Four Corners
10 BD/ 8 BA/ Windsor Cay (1017 BP)
10 bedrooms, 15 beds, 8 bathrooms
16–21 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
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
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
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
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
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
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
18–23 Jul
Superhost
Townhouse in Orlando
Fun Family Townhome with Pool and Game Room!
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 9 beds, 5 bathrooms
30 Aug – 4 Sept
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
New place to stay, 7 bedrooms, 9 beds, 6.5 bathrooms
12–17 Jul
Superhost
Home in Kissimmee
7 BD/ 5.5 BA/ Windsor at Westside (1897 NC)
7 bedrooms, 10 beds, 5.5 bathrooms
3–8 Aug