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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Home in Kissimmee
Heated Pool 15 Minutes to Disney PS5 l Switch
4 bedrooms, 11 beds, 3 private bathrooms
22–27 Aug
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4.99 out of 5 average rating, 165 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
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, 2 bathrooms
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, 4.5 bathrooms
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, 5 bathrooms
24–29 Jul
4.95 out of 5 average rating, 107 reviews
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
New place to stay
Home in Kissimmee
Mayson's Cozy Nest
3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
5.0 out of 5 average rating, 4 reviews
Home in Kissimmee
Magical 5BR Resort Amenities | Pool•BBQ•NearDisney
5 bedrooms, 7 beds, 5 bathrooms
2–7 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Apartment in Kissimmee
Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney
3 bedrooms, 5 beds, 2 bathrooms
20–25 Aug
5.0 out of 5 average rating, 117 reviews
Home in Kissimmee
Modern 3BR Home • 20 Min to Disney • Sleeps 6
3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
New place to stay
Guest favourite
Home in Kissimmee
Majestic, 15BR 15BA,Sleeps40,Theater/Extra Parking
15 bedrooms, 26 beds, 16 bathrooms
23–28 Aug
5.0 out of 5 average rating, 9 reviews
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
5.0 out of 5 average rating, 6 reviews
Guest favourite
Flat in Kissimmee
Cozy apt close to everything! pet friendly
3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
5.0 out of 5 average rating, 5 reviews
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
5 bedrooms, 6 beds, 4 bathrooms
30 Jul – 4 Aug
New place to stay
Camper van/Motorhome in Kissimmee
tiny home
1 bedroom, 1 queen bed, 1 bathroom
2–7 Aug
5.0 out of 5 average rating, 3 reviews
Home in Davenport
Disney Pool Villa | Sleeps 13| Game Room
4 bedrooms, 11 beds, 2 bathrooms
6–11 Dec
New place to stay
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Superhost
Home in Kissimmee
Classy 12BR, 11.5Bath, Sleeps 32, Theater, Game Rm
12 bedrooms, 21 beds, 11.5 bathrooms
9–14 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
4 bedrooms, 6 beds, 3 bathrooms
26–31 Aug
5.0 out of 5 average rating, 33 reviews