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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
Pool Retreat | 15 minutes to Disney
3 bedrooms, 4 beds, 2 private bathrooms
9–14 Aug
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4.86 out of 5 average rating, 159 reviews
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds
2–7 Nov
5.0 out of 5 average rating, 39 reviews
Townhouse in Kissimmee
Magical Family Retreat 4B, 3.5B, Spa, 4M Disney!
4 bedrooms, 8 beds
9–14 Sept
New place to stay
Guest favourite
Townhouse in Four Corners
Gorgeous Villa w/ Mickey Room, Private Pool & More
4 bedrooms, 8 beds
8–13 Sept
5.0 out of 5 average rating, 7 reviews
Home in Davenport
Magical Florida Stay | Pool & Harry Potter
3 bedrooms, 6 beds
31 Aug – 5 Sept
New place to stay
Home in Davenport
Upstay Contemporary Retreat w Pool, BBQ & Backyard
5 bedrooms, 7 beds
5–10 Oct
New place to stay
Superhost
Flat in Orlando
Spacious2BR PetsFriendly Oasis Sleeps6, Pool & Gym
2 bedrooms, 3 beds
15–20 Aug
New place to stay
Townhouse in Davenport
Solterra resort townhouse w/ private pool
4 bedrooms, 5 beds
10–15 Oct
New place to stay
Home in Kissimmee
Disney Area Resort Retreat | Pool, Spa & Mini Golf
3 bedrooms, 7 beds
5–10 Oct
New place to stay
Guest favourite
Home in Kissimmee
Magic Escape Orlando
4 bedrooms, 6 beds
9–14 Aug
4.88 out of 5 average rating, 8 reviews
Superhost
Home in Davenport
A Magical Villa at Watersong
5 bedrooms, 7 beds
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Golden Haven | 5BR | Pool | 12 Min to Disney
5 bedrooms, 7 beds
14–19 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kissimmee
Beautiful Disney House at Storey Lake
4 bedrooms, 6 beds
16–21 Aug
4.98 out of 5 average rating, 52 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
21–26 Sept
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Kissimmee
4 Bd/ 3 Ba/ Storey Lake (4285 Qs)
4 bedrooms, 5 beds
14–19 Sept
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Cottage in Kissimmee
Beauty and the Beast
2 bedrooms, 3 beds
17–22 Nov
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms, 4 beds
16–21 Aug
4.94 out of 5 average rating, 16 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds
28 Sept – 3 Oct
4.98 out of 5 average rating, 40 reviews
Home in Kissimmee
Marvelous place to relax, w/ pool, near all parks!
3 bedrooms, 4 beds
7–12 Dec
5.0 out of 5 average rating, 3 reviews