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Search results; Over 1,000 homes in Kissimmee

Descriptions are based on details hosts provide
Top guest favourite
Home in Kissimmee
Spectacular Lake View - Game Room- Close to Disney
4 bedrooms, 6 beds, 2 private bathrooms
19–24 Jul
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4.99 out of 5 average rating, 136 reviews
Guest favourite
Home in Kissimmee
Renovated home with a private pool
4.88 out of 5 average rating, 8 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
12–17 Sept
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
31 Jul – 5 Aug
Top guest favourite
Home in Davenport
Themed rooms, arcade, and pool near Disney
4.95 out of 5 average rating, 107 reviews, 8 bedrooms, 17 beds, 5 bathrooms
28 Jul – 2 Aug
Home in Kissimmee
Mayson's Cozy Nest
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Home in Kissimmee
Arcade game room and pool near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Home in Kissimmee
Pond view from a fenced backyard
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Guest favourite
Home in Kissimmee
Villa with theater, game room, and pool
5.0 out of 5 average rating, 9 reviews, 15 bedrooms, 26 beds, 16 bathrooms
23–28 Aug
Guest favourite
Townhouse in Kissimmee
Private screened-in pool near Disney
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
5.0 out of 5 average rating, 51 reviews, 12 bedrooms, 21 beds, 11.5 bathrooms
20–25 Jul
Guest favourite
Flat in Kissimmee
Pool, sauna, and hot tub on site
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
30 Jul – 4 Aug
Top guest favourite
Townhouse in Kissimmee
Themed kids’ rooms and a private pool
5.0 out of 5 average rating, 33 reviews, 4 bedrooms, 6 beds, 3 bathrooms
26–31 Aug
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
20–25 Aug
Home in Kissimmee
Travelers House Orlando
New place to stay, 4 bedrooms, 5 beds, 4 bathrooms
27 Jul – 1 Aug
Guest favourite
Townhouse in Kissimmee
Mid-century modern near Disney parks
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Aug