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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Stunning Sunny Central Condo w/ Pool & Balcony
2 bedrooms, 4 beds, 2 private bathrooms
29 Aug – 3 Sept
,
4.8 out of 5 average rating, 270 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
Home in Kissimmee
4BR Bright home with private pool
4 bedrooms, 7 beds
11–16 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
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
9–14 Aug
5.0 out of 5 average rating, 3 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
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
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
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
Stylish 4BR | Private Pool | Patio | Game Room
4 bedrooms, 4 beds
14–19 Aug
5.0 out of 5 average rating, 11 reviews
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
Guest favourite
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds
9–14 Aug
4.86 out of 5 average rating, 7 reviews