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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
Superhost
Home in Kissimmee
Affordable Disney Family Townhome Pool/BBQ/Gym
3 bedrooms, 4 beds
19–24 Aug
New place to stay
Superhost
Home in Davenport
Renovated Luxury 5BR Villa with Private Pool
5 bedrooms, 5 beds
27 Jun – 2 Jul
New place to stay
Home in Kissimmee
Orlando Dream Escape
3 bedrooms, 4 beds
2–7 Aug
New place to stay
Superhost
Townhouse in Davenport
Luxury Stay 5BR at Windsor Island - Near Disney
5 bedrooms, 7 beds
30 Aug – 4 Sept
Superhost
Townhouse in Clermont
Brand 2026 NEW 05 Bdrms At Windsor Cay
5 bedrooms, 7 beds
22–27 Aug
New place to stay
Superhost
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
29 May – 3 Jun
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
Ultimate Privacy, Pool & Spa, Theater, Near Disney
5 bedrooms, 6 beds
21–26 Jun
New place to stay
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4 bedrooms, 6 beds
11–16 Jul
4.87 out of 5 average rating, 15 reviews
Home in Davenport
Beautiful 4BR | Pool | Deck | Garage Parking
4 bedrooms, 6 beds
19–24 Jun
Superhost
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
15–20 Aug
New place to stay
Superhost
Home in Kissimmee
Pvt Pool&Spa·Game Room·BBQ·Near Theme Parks
6 bedrooms, 9 beds
23–28 Aug
New place to stay
Superhost
Flat in Kissimmee
8050-112 Luxury 2BR Apt Kissimmee Orlando Disney
2 bedrooms, 3 beds
22–27 Jun
New place to stay
Home in Kissimmee
The Hidden Mickey House
4 bedrooms, 6 beds
10–15 Jul
New place to stay
Top guest favourite
Flat in Kissimmee
Disney Retreat King Bed Resort Perks Pets Allowed
1 bedroom, 2 beds
20–25 Jun
4.98 out of 5 average rating, 44 reviews
Superhost
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds
21–26 Nov
5.0 out of 5 average rating, 4 reviews
Guest favourite
Home in Kissimmee
Cozy 05 Bedrooms/Pool At Solara Resort
5 bedrooms, 6 beds
21–26 Jun
5.0 out of 5 average rating, 5 reviews
Guest favourite
Townhouse in Kissimmee
Luxury Coastal Margaritaville Retreat - Pool View!
4 bedrooms, 5 beds
21–26 Jun
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Clermont
2026 NEW Themed 07 Bedroom Home At Windsor Cay
7 bedrooms, 12 beds
26–31 Aug
5.0 out of 5 average rating, 3 reviews