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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Magical Disney Retreat | Near ESPN | Pool | 3BR
3 bedrooms, 4 beds, 2 private bathrooms
8–13 Aug
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4.93 out of 5 average rating, 216 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 10 reviews
Home in Clermont
Lakeview Pool & Spa Retreat w/ Private Theater
4 bedrooms, 5 beds
16–21 Aug
New place to stay
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
7–12 Feb
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Modern Oasis with Private Pool
4 bedrooms, 5 beds
3–8 Aug
New place to stay
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
6 bedrooms, 6 beds
20–25 Aug
New place to stay
Superhost
Home in Kissimmee
7BR/6BA w/ Private Pool | Solara Resort (SO9051)
7 bedrooms, 11 beds
5–10 Aug
New place to stay
Guest favourite
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds
16–21 Aug
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds
5–10 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Four Corners
Family Home w/ Pvt Pool & Game Room | Walk to Club
5 bedrooms, 7 beds
1–6 Sept
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
8–13 Aug
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Kissimmee
Disney 7 Min • Luxury 4 Suites • Jacuzzi • Arcade
4 bedrooms, 8 beds
1–6 Aug
New place to stay
Home in Kissimmee
Marvelous place to relax, w/ pool, near all parks!
3 bedrooms, 4 beds
23–28 Nov
New place to stay
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
4 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 5 reviews
Home in Davenport
Modern 4BR w/ Private Pool - Minutes from Disney
4 bedrooms, 6 beds
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds
21–26 Oct
5.0 out of 5 average rating, 7 reviews
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4 bedrooms, 6 beds
30 Aug – 4 Sept
4.9 out of 5 average rating, 21 reviews
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds
11–16 Aug
Superhost
Home in Kissimmee
6 Bedrooms/ 6 Bathrooms/ Encore (7470 MA)
6 bedrooms, 8 beds
12–17 Aug