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Search results; Over 1,000 homes in Kissimmee

Superhost
Townhouse in Kissimmee
Luxurious Dream 4/3 Bedroom Home w/private Pool
4 bedrooms, 5 beds, 3.5 shared bathrooms
3–8 Aug
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4.89 out of 5 average rating, 291 reviews
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
12–17 Sept
Home in Kissimmee
Santosh Cove Retreat
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Dec
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Superhost
Cottage in Kissimmee
Beauty and the Beast
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Home in Davenport
Disney Pool Villa | Sleeps 13| Game Room
New place to stay, 4 bedrooms, 11 beds, 2 bathrooms
13–18 Sept
Top guest favourite
Apartment in Kissimmee
Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney
5.0 out of 5 average rating, 117 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Aug
Home in Kissimmee
Mayson's Cozy Nest
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
13–18 Jul
Guest favourite
Flat in Kissimmee
Cozy apt close to everything! pet friendly
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Guest favourite
Home in Davenport
Peaceful 4BR Pool Villa Near Disney
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
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
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
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
New place to stay, 4 bedrooms, 8 beds, 3 bathrooms
24–29 Aug
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
11–16 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
29 Aug – 3 Sept
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 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
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 14 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
5–10 Jan