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Search results; Over 1,000 homes in Kissimmee

Superhost
Apartment in Kissimmee
Spacious 3/2 condo close to the Parks w amenities
3 bedrooms, 4 beds, 2 private bathrooms
6–11 Aug
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4.81 out of 5 average rating, 315 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
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
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 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
Superhost
Townhouse in Davenport
5 Bd/ 4.5 Ba/ The Enclaves At Festival (450 Cd)
5 bedrooms, 7 beds, 4.5 bathrooms
9–14 Aug
New place to stay
Superhost
Home in Kissimmee
The Most Fun House, Tons of Room and a Huge Pool!
12 bedrooms, 24 beds, 15 bathrooms
6–11 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
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
Luxury NEW 09 Bedroom/Pool At Solara Resort
9 bedrooms, 13 beds, 6.5 bathrooms
10–15 Aug
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Brisa Family Retreat with Private Pool
3 bedrooms, 4 beds, 3 bathrooms
13–18 Aug
New place to stay
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds, 4 bathrooms
8–13 Nov
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
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 bathrooms
14–19 Aug
New place to stay
Superhost
Home in Kissimmee
5 Bd/ 5 Ba/ Reunion Village (7852 Mp)
5 bedrooms, 7 beds, 5 bathrooms
11–16 Aug
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
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds, 6.5 bathrooms
6–11 Aug
Superhost
Home in Kissimmee
Brand NEW 2026 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds, 6.5 bathrooms
15–20 Nov