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Search results; Over 1,000 homes in Kissimmee

Descriptions are based on details hosts provide
Top guest favourite
Villa in Kissimmee
Villa Sol Peaceful Family Pool/Hot Tub Home
4 bedrooms, 7 beds, 3 private bathrooms
17–22 Aug
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5.0 out of 5 average rating, 138 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Flat in Kissimmee
Gated community with pool 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
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
New place to stay
Top guest favourite
Home in Davenport
Themed rooms, arcade, and pool near Disney
8 bedrooms, 17 beds, 5 bathrooms
28 Jul – 2 Aug
4.95 out of 5 average rating, 107 reviews
Home in Kissimmee
Game room and pool near Disney
5 bedrooms, 7 beds, 5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
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
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
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
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
Cozy apt close to everything! pet friendly
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Camper van/Motorhome in Kissimmee
Private property minutes from Disney World
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Home in Davenport
Disney Pool Villa | Sleeps 13| Game Room
4 bedrooms, 11 beds, 2 bathrooms
6–11 Dec
New place to stay
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
Superhost
Townhouse in Kissimmee
Lake views and a pool near Disney
4 bedrooms, 4 beds, 3 bathrooms
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Townhouse in Kissimmee
Park Hopper Paradise At Regal Oaks
3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
26–31 Aug
5.0 out of 5 average rating, 33 reviews