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Search results; Over 1,000 homes in Kissimmee

Superhost
Villa in Kissimmee
Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE
8 bedrooms, 10 beds, 4.5 private bathrooms
14–19 Jul
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4.87 out of 5 average rating, 254 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 8 reviews, 3 bedrooms, 5 beds, 2 bathrooms
9–14 Aug
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
Top guest favourite
Apartment in Kissimmee
Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney
5.0 out of 5 average rating, 115 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Aug
Townhouse in Kissimmee
Disney, Resort Style, 4 BDRM, Sleeps 8, 3 Bath
4 bedrooms, 6 beds, 3 bathrooms
25–30 Oct
Superhost
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
11–16 Jul
Home in Kissimmee
Modern 3BR Home • 20 Min to Disney • Sleeps 6
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
21–26 Jul
Superhost
Cottage in Kissimmee
Beauty and the Beast
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Superhost
Home in Kissimmee
7 BD/ 6.5 BA Solara (9009 EM)
New place to stay, 7 bedrooms, 9 beds, 6 bathrooms
11–16 Jul
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
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
5.0 out of 5 average rating, 7 reviews, 15 bedrooms, 21 beds, 16.5 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
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
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
11–16 Jul
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
5.0 out of 5 average rating, 5 reviews, 4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
Camper van/Motorhome in Kissimmee
tiny home
New place to stay, 1 bedroom, 1 bed, 1 bathroom
20–25 Jul
Superhost
Apartment in Kissimmee
Happy Place Retreat | Seven Dwarf's Resort
New place to stay, 4 bedrooms, 7 beds, 3 bathrooms
27 Jul – 1 Aug