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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Home in Kissimmee
Reunion Resort pool home with hot tub - 4 bedrooms
4 bedrooms, 5 beds, 3.5 private bathrooms
23–28 Jul
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4.95 out of 5 average rating, 74 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
1–6 Sept
5.0 out of 5 average rating, 9 reviews
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
4.86 out of 5 average rating, 7 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
New place to stay
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Dec
5.0 out of 5 average rating, 3 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
Home in Kissimmee
Mayson's Cozy Nest
3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 3 reviews
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
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
5–10 Jan
5.0 out of 5 average rating, 14 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 3BR Home • 20 Min to Disney • Sleeps 6
3 bedrooms, 4 beds, 2 bathrooms
9–14 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
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Guest favourite
Home in Davenport
Peaceful 4BR Pool Villa Near Disney
4 bedrooms, 5 beds, 2 bathrooms
3–8 Aug
4.83 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms, 21 beds, 16.5 bathrooms
27 Jul – 1 Aug
5.0 out of 5 average rating, 7 reviews
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 6 reviews
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
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
7–12 Dec
New place to stay