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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Windsor Hills Resort - Why go to a hotel?
3 bedrooms, 4 beds, 2 private bathrooms
28 Jul – 2 Aug
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4.86 out of 5 average rating, 140 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
7 bedrooms, 10 beds
6–11 Mar
5.0 out of 5 average rating, 7 reviews
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds
4–9 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Clermont
10 BD/ 8 BA/ Windsor Cay (1018 CR)
10 bedrooms, 18 beds
16–21 Aug
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
4 bedrooms, 5 beds
27 Jul – 1 Aug
New place to stay
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
9 bedrooms, 13 beds
8–13 Aug
New place to stay
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds
9–14 Sept
Superhost
Home in Kissimmee
Sleeps 16·Pvt Pool+Spa·Gaming Tables·Clubhouse
6 bedrooms, 8 beds
18–23 Oct
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
3 bedrooms, 6 beds
8–13 Jul
New place to stay
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms, 21 beds
27 Jul – 1 Aug
5.0 out of 5 average rating, 5 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds
12–17 Sept
5.0 out of 5 average rating, 7 reviews
Superhost
Home in Kissimmee
5 BD/ 4.5 BA/ Encore at Reunion (266 SS)
5 bedrooms, 6 beds
6–11 Jul
Superhost
Home in Kissimmee
Themed House private pool
4 bedrooms, 6 beds
12–19 Jul
New place to stay
Superhost
Home in Kissimmee
9 BD/ 6.5 BA/ Solara Resort (9071 SR)
9 bedrooms, 14 beds
24–29 Aug
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kissimmee
Reunion Resort-Disney area-Pool-BBQ-Family Room
5 bedrooms, 9 beds
19–24 Jul
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
8 bedrooms, 13 beds
9–14 Aug
New place to stay
Top guest favourite
Home in Davenport
Royal Retreat Disney Themed Pool Home, Arcade, Theater
8 bedrooms, 17 beds
27 Jul – 1 Aug
4.95 out of 5 average rating, 106 reviews