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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Spacious 3/2 condo close to the Parks w amenities
3 bedrooms, 4 beds, 2 private bathrooms
1–6 Aug
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4.82 out of 5 average rating, 313 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
New place to stay
Top guest favourite
Townhouse in Clermont
Home for 2! Heated Pool, Private Patio, Queen Bed
1 bedroom, 1 queen bed, 1 bathroom
10–15 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Room in Kissimmee
King/Heated Pool/Gym/Kitchen/Free parking #4
1 king bed, 1 bathroom
14–19 Sept
4.96 out of 5 average rating, 171 reviews
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Kissimmee
Laguna Bay Retreat | Resort Amenities Near Disney
2 bedrooms, 3 beds, 2 bathrooms
9–14 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Orlando
Luxury King, Close to Parks, PetFriendly,Pool, Gym
1 bedroom, 2 beds, 1 bathroom
15–20 Aug
5.0 out of 5 average rating, 9 reviews
Top guest favourite
Home in Davenport
6 bdrm/htd pool/jacuzzi/game room/free water park
6 bedrooms, 6 beds, 4 bathrooms
8–13 Sept
5.0 out of 5 average rating, 22 reviews
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
3 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Townhouse in Kissimmee
Family Friendly | Pool + Hot Tub | Near Disney
3 bedrooms, 5 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 10 reviews
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
New place to stay
Top guest favourite
Home in Kissimmee
5BR Mario& Princess Peach•Pool•Theater•Free Resort
5 bedrooms, 10 beds, 4 bathrooms
17–22 Aug
4.99 out of 5 average rating, 118 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
21–26 Sept
New place to stay
Superhost
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
5.0 out of 5 average rating, 4 reviews
Superhost
Apartment in Kissimmee
406 - Toy Story & Safari Dream Condo
3 bedrooms, 4 beds, 2 bathrooms
3–8 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Brand New 07 Bedrooms At Solara Resort
7 bedrooms, 10 beds, 5 bathrooms
7–12 Sept
5.0 out of 5 average rating, 24 reviews
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
5 bedrooms, 6 beds, 4 bathrooms
23–28 Aug
New place to stay
Guest favourite
Apartment in Kissimmee
Family Escape Near Theme Parks, Disney and Outlets
2 bedrooms, 3 beds, 2 bathrooms
7–12 Oct
5.0 out of 5 average rating, 5 reviews