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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
3 Bedroom w/large patio on Resort Golf Course
3 bedrooms, 4 beds, 3 private bathrooms
27 Jul – 1 Aug
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4.93 out of 5 average rating, 152 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
9–14 Aug
5.0 out of 5 average rating, 8 reviews
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds
18–23 Dec
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds
16–21 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Apartment in Kissimmee
Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney
3 bedrooms, 5 beds
20–25 Aug
5.0 out of 5 average rating, 115 reviews
Home in Kissimmee
Mayson's Cozy Nest
3 bedrooms, 4 beds
12–17 Jul
5.0 out of 5 average rating, 4 reviews
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
3 bedrooms, 4 beds
11–16 Jul
New place to stay
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds
27 Jul – 1 Aug
New place to stay
Superhost
Home in Kissimmee
7 BD/ 6.5 BA Solara (9009 EM)
7 bedrooms, 9 beds
11–16 Jul
New place to stay
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
8 bedrooms, 17 beds
28 Jul – 2 Aug
4.95 out of 5 average rating, 107 reviews
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
3 bedrooms, 6 beds
11–16 Jul
New place to stay
Home in Kissimmee
5BR Fantastic Villa | Pool & Game Room Near Disney
5 bedrooms, 7 beds
11–16 Aug
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
29 Aug – 3 Sept
New place to stay
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
4 bedrooms, 5 beds
8–13 Aug
5.0 out of 5 average rating, 5 reviews
Flat in Kissimmee
Cozy apt close to everything! pet friendly
3 bedrooms, 4 beds
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds
19–24 Jul
New place to stay
Home in Kissimmee
3 Bedroom 2 Bathroom Villas At Seven Dwarfs 17-103
3 bedrooms, 4 beds
28 Jul – 2 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
4 bedrooms, 8 beds
24–29 Aug
New place to stay
Superhost
Townhouse in Kissimmee
5 BD/ 4.5 BA/ Windsor at Westside (2015 MD)
5 bedrooms, 7 beds
20–25 Jul
New place to stay