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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Tiny home in Kissimmee
Tiny House Fun - Near Parks and Airport!!
2 bedrooms, 3 beds, 1 private bathroom
17–22 Jul
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4.9 out of 5 average rating, 321 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 9 reviews
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
3 bedrooms, 4 beds
28 Jul – 2 Aug
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds
31 Jul – 5 Aug
New place to stay
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
8 bedrooms, 17 beds
28 Jul – 2 Aug
4.95 out of 5 average rating, 107 reviews
Home in Kissimmee
Magical 5BR Resort Amenities | Pool•BBQ•NearDisney
5 bedrooms, 7 beds
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds
11–16 Aug
New place to stay
Home in Kissimmee
Mayson's Cozy Nest
3 bedrooms, 4 beds
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Modern 3BR Home • 20 Min to Disney • Sleeps 6
3 bedrooms, 4 beds
9–14 Aug
New place to stay
Guest favourite
Home in Kissimmee
Majestic, 15BR 15BA,Sleeps40,Theater/Extra Parking
15 bedrooms, 26 beds
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
4 bedrooms, 5 beds
15–20 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
4 bedrooms, 5 beds
8–13 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
Jungle pool home w/ hot tub - close to Disney
4 bedrooms, 7 beds
17–22 Aug
New place to stay
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
5 bedrooms, 6 beds
30 Jul – 4 Aug
New place to stay
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds
30 Jul – 4 Aug
Guest favourite
Flat in Kissimmee
Cozy apt close to everything! pet friendly
3 bedrooms, 4 beds
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds
20–25 Jul
5.0 out of 5 average rating, 51 reviews
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms, 21 beds
20–25 Aug
5.0 out of 5 average rating, 7 reviews
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds
26–31 Aug
5.0 out of 5 average rating, 33 reviews