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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Villa in Kissimmee
Windsor Hills 5BR • Free Heat • Private Arcade
5 bedrooms, 7 beds, 5 private bathrooms
16–21 Aug
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4.92 out of 5 average rating, 79 reviews
Superhost
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps6, Pool & Gym
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
New place to stay
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds, 5 bathrooms
23–28 Aug
Guest favourite
Home in Kissimmee
2026 NEW 06 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 9 beds, 4.5 bathrooms
30 Aug – 4 Sept
5.0 out of 5 average rating, 15 reviews
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds, 2.5 bathrooms
9–14 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds, 5.5 bathrooms
25–30 Oct
4.9 out of 5 average rating, 10 reviews
Superhost
Flat in Kissimmee
3 BD/ 2 BA/ Storey Lake (4741 CD-201)
3 bedrooms, 4 beds, 2 bathrooms
11–16 Aug
Superhost
Home in Kissimmee
The Most Fun House, Tons of Room and a Huge Pool!
12 bedrooms, 24 beds, 15 bathrooms
5–10 Aug
New place to stay
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 bathrooms
17–22 Aug
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds, 3 bathrooms
17–22 Aug
New place to stay
Townhouse in Davenport
Beautiful townhouse just 15 minutes from Disney
4 bedrooms, 5 beds, 3 bathrooms
15–20 Aug
New place to stay
Superhost
Home in Four Corners
7 Bd/ 5.5 Ba/ Windsor Cay (1036 Bp)
7 bedrooms, 10 beds, 5.5 bathrooms
23–28 Aug
Home in Kissimmee
Golden Haven | Heated Pool | 7 Beds | Near Disney
5 bedrooms, 7 beds, 4.5 bathrooms
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds, 6.5 bathrooms
5–10 Aug
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
28 Sept – 3 Oct
4.98 out of 5 average rating, 40 reviews
Guest favourite
Home in Kissimmee
Stylish 4BR | Private Pool | Patio | Game Room
4 bedrooms, 4 beds, 3.5 bathrooms
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, 3 bathrooms
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
5 Bd/ 5 Ba/ Reunion Village (7852 Mp)
5 bedrooms, 7 beds, 5 bathrooms
11–16 Aug
Home in Four Corners
Wizard's Way · 9BR Near Disney · Pool · Sleeps 22
9 bedrooms, 13 beds, 5 bathrooms
9–14 Aug
New place to stay