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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Apartment in Kissimmee
RENOVATED - Sleeps 6, 2BR/2BTH - 7 miles to Disney
2 bedrooms, 4 beds, 2 private bathrooms
20–25 Jul
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4.95 out of 5 average rating, 147 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
7–12 Dec
Home in Kissimmee
Mayson's Cozy Nest
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
19–24 Jul
Home in Kissimmee
Magical 5BR Resort Amenities | Pool•BBQ•NearDisney
5.0 out of 5 average rating, 4 reviews, 5 bedrooms, 7 beds, 5 bathrooms
2–7 Aug
Top guest favourite
Apartment in Kissimmee
Top Floor, 3bd, FREE Clubhouse, Kids Room, Disney
5.0 out of 5 average rating, 117 reviews, 3 bedrooms, 5 beds, 2 bathrooms
20–25 Aug
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
15–20 Aug
Guest favourite
Home in Kissimmee
Majestic, 15BR 15BA,Sleeps40,Theater/Extra Parking
5.0 out of 5 average rating, 9 reviews, 15 bedrooms, 26 beds, 16 bathrooms
23–28 Aug
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
5.0 out of 5 average rating, 7 reviews, 15 bedrooms, 21 beds, 16.5 bathrooms
20–25 Aug
Guest favourite
Townhouse in Kissimmee
4 BD/ 3 BA/ Bella Vida (4563 CL)
5.0 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 3 bathrooms
8–13 Aug
Superhost
Home in Kissimmee
Classy 12BR, 11.5Bath, Sleeps 32, Theater, Game Rm
New place to stay, 12 bedrooms, 21 beds, 11.5 bathrooms
9–14 Aug
Guest favourite
Flat in Kissimmee
Cozy apt close to everything! pet friendly
5.0 out of 5 average rating, 5 reviews, 3 bedrooms, 4 beds, 2 bathrooms
7–12 Aug
Superhost
Townhouse in Kissimmee
5BR Waterfront Townhome w/ Pool Near Bronson Club
New place to stay, 5 bedrooms, 6 beds, 4 bathrooms
30 Jul – 4 Aug
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
5.0 out of 5 average rating, 51 reviews, 12 bedrooms, 21 beds, 11.5 bathrooms
15–20 Nov
Top guest favourite
Townhouse in Kissimmee
Disney Theme Rooms | Private Pool | Storey Lake
5.0 out of 5 average rating, 33 reviews, 4 bedrooms, 6 beds, 3 bathrooms
26–31 Aug
Home in Kissimmee
Modern 3BR Home • 20 Min to Disney • Sleeps 6
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
9–14 Aug
Tiny home in Kissimmee
Emerald Oasis Studio Minutes to Disney
New place to stay, 1 bedroom, 1 bed, 1 bathroom
2–7 Aug
Superhost
Townhouse in Kissimmee
4BR Pool Townhome at Bella Vida Resort
5.0 out of 5 average rating, 4 reviews, 4 bedrooms, 4 beds, 3 bathrooms
10–15 Aug