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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Home in Kissimmee
Cozy House with Pool. Kissimmee/Orlando
3 bedrooms, 5 beds, 2 private bathrooms
9–14 Aug
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4.91 out of 5 average rating, 268 reviews
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
1–6 Aug
Top guest favourite
Townhouse in Clermont
Home for 2! Heated Pool, Private Patio, Queen Bed
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
10–15 Aug
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
1–6 Sept
Top guest favourite
Room in Kissimmee
King/Heated Pool/Gym/Kitchen/Free parking #4
4.96 out of 5 average rating, 171 reviews, 1 king bed, 1 bathroom
14–19 Sept
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
2–7 Aug
Home in Kissimmee
Cozy nd peaceful home w/ lake, near Disney Parks!
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Nov
Top guest favourite
Home in Kissimmee
5BR Mario& Princess Peach•Pool•Theater•Free Resort
4.99 out of 5 average rating, 118 reviews, 5 bedrooms, 10 beds, 4 bathrooms
17–22 Aug
Guest favourite
Flat in Orlando
Luxury King, Close to Parks, PetFriendly,Pool, Gym
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
15–20 Aug
Superhost
Cottage in Kissimmee
Beauty and the Beast
5.0 out of 5 average rating, 4 reviews, 2 bedrooms, 3 beds, 2 bathrooms
22–27 Aug
Guest favourite
Home in Kissimmee
Brand New 07 Bedrooms At Solara Resort
5.0 out of 5 average rating, 24 reviews, 7 bedrooms, 10 beds, 5 bathrooms
7–12 Sept
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
23–28 Aug
Guest favourite
Apartment in Kissimmee
Family Escape Near Theme Parks, Disney and Outlets
5.0 out of 5 average rating, 5 reviews, 2 bedrooms, 3 beds, 2 bathrooms
7–12 Oct
Superhost
Home in Kissimmee
King Bed | Disney Contemporary Townhouse
New place to stay, 4 bedrooms, 8 beds, 3 bathrooms
24–29 Aug
Top guest favourite
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 3 bathrooms
2–7 Aug
Top guest favourite
Flat in Orlando
Retreat Luxury Fully Renovated 2026 / Free Shuttle
5.0 out of 5 average rating, 9 reviews, 1 bedroom, 2 beds, 1 bathroom
2–7 Aug
Guest favourite
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
5.0 out of 5 average rating, 5 reviews, 6 bedrooms, 9 beds, 4.5 bathrooms
30 Aug – 4 Sept
Guest favourite
Townhouse in Kissimmee
Upstay Modern Home Near Disney with Pool
5.0 out of 5 average rating, 8 reviews, 4 bedrooms, 5 beds, 4.5 bathrooms
9–14 Aug
Top guest favourite
Apartment in Kissimmee
Mickey-Themed Family Condo Pool View 4mi to Disney
5.0 out of 5 average rating, 16 reviews, 1 bedroom, 2 beds, 1 bathroom
7–12 Aug