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Search results; Over 1,000 homes in Kissimmee

Descriptions are based on details hosts provide
Top guest favourite
Townhouse in Kissimmee
2 BR Harmony House at Regal Oaks Resort
2 bedrooms, 3 beds, 2.5 private bathrooms
1–6 Aug
,
4.95 out of 5 average rating, 238 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
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
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
Pond view from a fenced backyard
3 bedrooms, 4 beds, 2 bathrooms
9–14 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
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
4 bedrooms, 5 beds, 3 bathrooms
19–24 Jul
New place to stay
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
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
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
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Home in Kissimmee
Mayson's Cozy Nest
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Kissimmee
Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney
3 bedrooms, 5 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 117 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
Top guest favourite
Home in Orlando
Movie-themed mansion with pool and theater
12 bedrooms, 21 beds, 11.5 bathrooms
20–25 Jul
5.0 out of 5 average rating, 51 reviews
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
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms, 21 beds, 16.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 7 reviews
Superhost
Townhouse in Kissimmee
Waterfront pool with conservation views
5 bedrooms, 6 beds, 4 bathrooms
30 Jul – 4 Aug
New place to stay
Home in Kissimmee
Pool home minutes from the parks
4 bedrooms, 5 beds, 4 bathrooms
27 Jul – 1 Aug
New place to stay