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Search results; Over 1,000 homes in Kissimmee

Apartment in Kissimmee
WorldMark Reunion Three Bedroom
3 bedrooms, 4 beds, 3 shared bathrooms
1–6 Aug
,
4.76 out of 5 average rating, 693 reviews
Superhost
Home in Four Corners
2026 Themed 07 Bedrooms At Windsor Cay
7 bedrooms, 8 single beds
6–11 Aug
Home in Clermont
Orlando Most Incredible Themed 10BR Villa
10 bedrooms, 14 beds
14–19 Aug
New place to stay
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
31 Dec – 5 Jan
5.0 out of 5 average rating, 9 reviews
Home in Kissimmee
Golden Haven | 14 PPL | Pool | 12 Min to Disney
5 bedrooms, 7 beds
16–21 Aug
New place to stay
Top guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds
10–15 Oct
5.0 out of 5 average rating, 17 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
6–11 Sept
5.0 out of 5 average rating, 10 reviews
Guest favourite
Home in Clermont
5 BD/ 5.5 BA/ Windsor Cay (15839 CC)
5 bedrooms, 7 beds
3–8 Aug
5.0 out of 5 average rating, 20 reviews
Superhost
Townhouse in Clermont
5BR Private Pool Home at Windsor Cay Near Disney
5 bedrooms, 7 beds
16–21 Aug
New place to stay
Superhost
Villa in Clermont
10BR Themed Villa w/ Pool, Theater & Game Room
10 bedrooms, 14 beds
9–14 Aug
New place to stay
Home in Kissimmee
Modern Disney Villa • 7BR • Private Pool
7 bedrooms, 9 beds
1–6 Aug
New place to stay
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
5 bedrooms, 8 beds
3–8 Sept
New place to stay
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
6 bedrooms, 6 beds
20–25 Aug
New place to stay
Guest favourite
Home in Davenport
Home Away from Home + 2 suites
5 bedrooms, 6 beds
21–26 Oct
5.0 out of 5 average rating, 7 reviews
Superhost
Flat in Kissimmee
3 BD/ 2 BA/ Storey Lake (4741 CD-201)
3 bedrooms, 4 beds
2–7 Aug
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds
22–27 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Kissimmee
Magic Palms Villa
6 bedrooms, 9 beds
13–18 Aug
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
Luxe Family Retreat | Pool Villa Near Disney & MCO
5 bedrooms, 8 beds
2–7 Aug
New place to stay
Superhost
Home in Kissimmee
8 Bedrooms/ 5 Bathrooms/ Storey Lake (4582NL)
8 bedrooms, 12 beds
3–8 Aug
5.0 out of 5 average rating, 3 reviews