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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Andy's Toy Chest at Resort Minutes from Disney!
3 bedrooms, 4 beds, 2 private bathrooms
30 Sept – 5 Oct
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4.94 out of 5 average rating, 244 reviews
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms, 8 beds, 3.5 bathrooms
9–14 Sept
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
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps6, Pool & Gym
2 bedrooms, 3 beds, 2 bathrooms
15–20 Aug
New place to stay
Superhost
Home in Kissimmee
9BR Pixar Theater Game Room | Pool Spa | Sleeps 27
9 bedrooms, 19 beds, 5 bathrooms
10–15 Aug
New place to stay
Guest favourite
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, 7 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds, 2 bathrooms
31 Aug – 5 Sept
New place to stay
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
2–7 Nov
5.0 out of 5 average rating, 39 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
Home in Kissimmee
Disney Area Resort Retreat | Pool, Spa & Mini Golf
3 bedrooms, 7 beds, 2.5 bathrooms
5–10 Oct
New place to stay
Top guest favourite
Townhouse in Kissimmee
4806 Rc- 4Bd/ 3Ba - Beatiful Amazing Disney Home
4 bedrooms, 6 beds, 3 bathrooms
15–20 Aug
4.96 out of 5 average rating, 24 reviews
Superhost
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Lucaya Village (8-101)
4 bedrooms, 7 beds, 3 bathrooms
30 Aug – 4 Sept
Home in Davenport
Highlands Reserve Retreat | Pool + Spa Near Disney
4 bedrooms, 5 beds, 2 bathrooms
31 Oct – 5 Nov
New place to stay
Superhost
Home in Kissimmee
12BR Luxury Disney Villa/Sleeps 29/Arcade/Pool
12 bedrooms, 22 beds, 11.5 bathrooms
7–12 Aug
5.0 out of 5 average rating, 3 reviews
Flat in Kissimmee
Vacation Condo with pool-20 Min from Disney
2 bedrooms, 5 beds, 2 bathrooms
23–28 Aug
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Marvelous place to relax, w/ pool, near all parks!
3 bedrooms, 4 beds, 2 bathrooms
7–12 Dec
5.0 out of 5 average rating, 3 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
Superhost
Home in Kissimmee
Brand NEW 2026 08 Bedrooms At Solara Resort
8 bedrooms, 11 beds, 6.5 bathrooms
15–20 Nov
Top guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms, 4 beds, 2.5 bathrooms
16–21 Aug
4.94 out of 5 average rating, 16 reviews