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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Serviced apartment in Kissimmee
Sunsation Destination! 1 Bedroom Villa-2nd Floor
1 bedroom, 2 beds, 1 private bathroom
16–21 Aug
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4.92 out of 5 average rating, 75 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
1–6 Sept
Guest favourite
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
4.86 out of 5 average rating, 7 reviews, 3 bedrooms, 4 beds, 2 bathrooms
16–21 Aug
Home in Kissimmee
Santosh Cove Retreat
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
18–23 Dec
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Home in Kissimmee
Mayson's Cozy Nest
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
14–19 Jul
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
28 Jul – 2 Aug
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
4.95 out of 5 average rating, 107 reviews, 8 bedrooms, 17 beds, 5 bathrooms
28 Jul – 2 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
Cottage in Kissimmee
Beauty and the Beast
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
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
Home in Kissimmee
5BR Fantastic Villa Pool & Game Room Near Disney
New place to stay, 5 bedrooms, 7 beds, 4 bathrooms
11–16 Aug
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 14 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
5–10 Jan
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
20–25 Jul
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
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
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Guest favourite
Home in Davenport
Peaceful 4BR Pool Villa Near Disney
4.83 out of 5 average rating, 6 reviews, 4 bedrooms, 5 beds, 2 bathrooms
3–8 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