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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Resort-Style Condo with free Waterpark!
2 bedrooms, 3 beds, 2 private bathrooms
1–6 Aug
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4.82 out of 5 average rating, 222 reviews
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
New place to stay, 3 bedrooms, 3 bathrooms
29 Jul – 3 Aug
Guest favourite
Guest house in Buenaventura Lakes
Orlando Studio Haven | Cerca de Disney
5.0 out of 5 average rating, 8 reviews, 1 bedroom, 2 beds, 1 bathroom
27 Jul – 1 Aug
Top guest favourite
Guest house in Kissimmee
Brand New Cozy Space - 15 Min From Disney & Shops.
5.0 out of 5 average rating, 20 reviews, 1 bedroom, 1 bed, 1 bathroom
26–31 Jul
Top guest favourite
Guest house in Kissimmee
Orlando Private Tiny Guest House
4.94 out of 5 average rating, 159 reviews, 1 bedroom, 1 bed, 1 bathroom
7–12 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 5 beds, 2 bathrooms
16–21 Aug
Top guest favourite
Townhouse in Kissimmee
NEW! Disney 15 Min • Lucaya 3BR in Kissimmee
4.92 out of 5 average rating, 13 reviews, 3 bedrooms, 7 beds, 2 bathrooms
27 Sept – 2 Oct
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 13 reviews, 3 bedrooms, 4 beds, 4 bathrooms
26–31 Jul
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
Top guest favourite
Flat in Kissimmee
Amazing 03 Bedrooms/ 03 Baths / Sleeps 08
4.97 out of 5 average rating, 36 reviews, 3 bedrooms, 5 beds, 3 bathrooms
25–30 Aug
Superhost
Room in Davenport
Suite in Villa|Private Bath|Pool&Spa|Disney
New place to stay, 1 queen bed, 1 bathroom
26–31 Jul
Top guest favourite
Home in Kissimmee
Retreat by Disney, Universal-Pool-Dog Friendly
5.0 out of 5 average rating, 21 reviews, 4 bedrooms, 6 beds, 3 bathrooms
7–12 Sept
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
Superhost
Home in Kissimmee
Greek Villa w/ Sunny Pool just 20 Min to Disney
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
31 Jul – 5 Aug
Guest favourite
Townhouse in Kissimmee
Park Hopper Paradise At Regal Oaks
5.0 out of 5 average rating, 10 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
12–17 Aug
Superhost
Townhouse in Kissimmee
4 BD/ 3 BA/ Storey Lake (4285 QS)
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 5 beds, 3 bathrooms
14–19 Sept
Superhost
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 8 beds, 3 bathrooms
13–18 Sept
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
8–13 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