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Search results; Over 1,000 homes in Kissimmee

Descriptions are based on details hosts provide
Guest suite in Kissimmee
Chelsea's Villa Westgate's Town Home
2 bedrooms, 3 beds, 3 bathrooms
15–22 Jul
,
Guest favourite
Home in Kissimmee
Newly renovated with a pool, near Disney
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
31 Jul – 5 Aug
New place to stay
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
8 bedrooms, 17 beds, 5 bathrooms
28 Jul – 2 Aug
4.95 out of 5 average rating, 107 reviews
Home in Kissimmee
Magical 5BR Resort Amenities | Pool•BBQ•NearDisney
5 bedrooms, 7 beds, 5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
New place to stay
Home in Kissimmee
Modern home minutes from Disney
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Modern 3BR Home • 20 Min to Disney • Sleeps 6
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
New place to stay
Superhost
Home in Kissimmee
Jungle-themed home with pool and hot tub
4 bedrooms, 7 beds, 3 bathrooms
17–22 Aug
New place to stay
Guest favourite
Home in Kissimmee
Villa with theater, game room, and pool
15 bedrooms, 26 beds, 16 bathrooms
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Townhouse in Kissimmee
Gated resort with pool near Disney
4 bedrooms, 5 beds, 3.5 bathrooms
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Kissimmee
Private screened-in pool near Disney
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
5 bedrooms, 6 beds, 4 bathrooms
30 Jul – 4 Aug
New place to stay
Superhost
Home in Kissimmee
Screened-in pool with no rear neighbors
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Guest favourite
Flat in Kissimmee
Pool, sauna, and hot tub on site
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Pool home minutes from the parks
4 bedrooms, 5 beds, 4 bathrooms
27 Jul – 1 Aug
New place to stay
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 51 reviews
Superhost
Home in Kissimmee
Private pool and indoor basketball court
15 bedrooms, 21 beds, 16.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 7 reviews