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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Stunning view, near Disney.
1 bedroom, 1 bed, 1 private bathroom
27 Aug – 1 Sept
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4.82 out of 5 average rating, 157 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds
23–28 Aug
Townhouse in Davenport
Solterra resort townhouse w/ private pool
4 bedrooms, 5 beds
24–29 Aug
New place to stay
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
25–30 Oct
4.9 out of 5 average rating, 10 reviews
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds
5–10 Aug
New place to stay
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)
7 bedrooms, 10 beds
23–28 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds
10–15 Aug
5.0 out of 5 average rating, 14 reviews
Superhost
Home in Kissimmee
The Most Fun House, Tons of Room and a Huge Pool!
12 bedrooms, 24 beds
5–10 Aug
New place to stay
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds
17–22 Aug
New place to stay
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds
10–15 Aug
Guest favourite
Home in Davenport
Mickey Disney Villa | Pool | Arcade | King Suites
4 bedrooms, 6 beds
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds
14–19 Aug
New place to stay
Home in Kissimmee
Golden Haven | Heated Pool | 7 Beds | Near Disney
5 bedrooms, 7 beds
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Stylish 4BR | Private Pool | Patio | Game Room
4 bedrooms, 4 beds
14–19 Aug
5.0 out of 5 average rating, 11 reviews
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds
18–23 Aug
New place to stay
Guest favourite
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds
9–14 Aug
4.86 out of 5 average rating, 7 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds
30 Aug – 4 Sept
Superhost
Home in Kissimmee
2026 6BR Themed Home w/ LED Pool at Solara Resort
6 bedrooms, 8 beds
16–21 Aug
5.0 out of 5 average rating, 3 reviews