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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Villa in Kissimmee
3 Miles from Disney 5/5 Pool home-free pool heat
5 bedrooms, 7 beds, 5 private bathrooms
19–24 Jul
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4.87 out of 5 average rating, 31 reviews
Home in Kissimmee
Orlando Dream Escape
3 bedrooms, 4 beds, 2 bathrooms
2–7 Aug
New place to stay
Guest favourite
Home in Orlando
Brand New 12BR | Themed Rooms | Sleeps 32 - 11079
12 bedrooms, 18 beds, 11.5 bathrooms
21–26 Jun
5.0 out of 5 average rating, 6 reviews
Top guest favourite
Home in Orlando
12BR Disney Luxury Retreat - Pool, Theater & Fun!
12 bedrooms, 21 beds, 11.5 bathrooms
24–29 Aug
5.0 out of 5 average rating, 51 reviews
Home in Kissimmee
Solara Resort 7BR Disney|FREE H Pool & Spa & GRILL
7 bedrooms, 14 beds, 6 bathrooms
21–26 Jun
5.0 out of 5 average rating, 4 reviews
Home in Orlando
Luxury 10BR Villa Near Disney | Pool, Game Room &
10 bedrooms, 16 beds, 9 bathrooms
23–28 Aug
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Villa in Kissimmee
*Brand New*! Minutes to Disney! + Free Resort!
6 bedrooms, 10 beds, 4 bathrooms
12–17 Oct
4.94 out of 5 average rating, 156 reviews
Superhost
Home in Clermont
Brand NEW 10Bdrms/8Bath Luxury
10 bedrooms, 15 beds, 7 bathrooms
8–13 Jul
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Davenport
Magic of Wizards Welcome of ChampionsGate
8 bedrooms, 13 beds, 5 bathrooms
22–27 Jun
5.0 out of 5 average rating, 51 reviews
Superhost
Home in Kissimmee
Luxury 6 Bedrooms at Solara Resort/Private Pool
6 bedrooms, 8 beds, 4.5 bathrooms
21–26 Jun
Home in Kissimmee
Luxury Disney 9BR Villa w/ Theater, Pool & Arcade
9 bedrooms, 14 beds, 5 bathrooms
15–20 Aug
Guest favourite
Home in Clermont
NEW 08 BDR/Pool At Windsor Cay
8 bedrooms, 14 beds, 6 bathrooms
14–19 Nov
5.0 out of 5 average rating, 27 reviews
Flat in Kissimmee
3BR Resort NR Disney/Pets/Pool/ Gym & Sports Court
3 bedrooms, 4 beds, 2 bathrooms
20–25 Jun
New place to stay
Top guest favourite
Home in Kissimmee
Elegant 5B & 3B Private Pool Villa near Disney
5 bedrooms, 8 beds, 3 bathrooms
2–7 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
15BR w/ Game Room, Themed Rooms & Pool
15 bedrooms, 17 beds, 15.5 bathrooms
21–26 Jun
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Clermont
2026 NEW Themed 07 Bedroom Home At Windsor Cay
7 bedrooms, 12 beds, 6 bathrooms
6–11 Sept
5.0 out of 5 average rating, 3 reviews
Flat in Kissimmee
11 Min to Disney · Luxe 1BR · King Bed · Pool
1 bedroom, 1 king bed, 1 bathroom
29 Jun – 4 Jul
New place to stay
Guest favourite
Home in Davenport
NEW Themed 07 Bedroom/ Game Room At Windsor Island
7 bedrooms, 10 beds, 5.5 bathrooms
29 Aug – 3 Sept
5.0 out of 5 average rating, 8 reviews
Bed and breakfast in Kissimmee
Celestial Sol Oasis
1 bedroom, 1 bed, 1.5 bathrooms
27 Jun – 4 Jul
New place to stay