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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Home in Kissimmee
Windsor Orlando Private Arcades,Theater,Pool-Spa
3 bedrooms, 4 beds, 4 private bathrooms
12–17 Aug
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4.99 out of 5 average rating, 251 reviews
Guest favourite
Home in Kissimmee
Amazing Themed 07 Bedrooms at Solara Resort
5.0 out of 5 average rating, 7 reviews, 7 bedrooms, 10 beds, 5.5 bathrooms
6–11 Mar
Home in Kissimmee
Santosh Cove Retreat
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
31 Aug – 5 Sept
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5.0 out of 5 average rating, 3 reviews, 5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5.0 out of 5 average rating, 13 reviews, 5 bedrooms, 9 beds, 4.5 bathrooms
27 Sept – 2 Oct
Superhost
Home in Kissimmee
Heated Pool~Game Room~Modern~Resort~Disney Magic
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
4BR | Pool | Patio | Garage Parking | Game Room
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
9–14 Aug
Superhost
Home in Kissimmee
5 BD/ 4.5 BA/ Encore at Reunion (266 SS)
5 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 6 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
31 Jul – 5 Aug
Guest favourite
Townhouse in Kissimmee
4 Beds / 4.5 Baths / Magic Village Views (3085RW)
4.88 out of 5 average rating, 17 reviews, 4 bedrooms, 6 beds, 4.5 bathrooms
16–21 Aug
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 5 reviews, 5 bedrooms, 8 beds, 4 bathrooms
26–31 Jan
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
New place to stay, 9 bedrooms, 13 beds, 10 bathrooms
8–13 Aug
Home in Kissimmee
Lake Front House, Themed Br, Game Room, 16 Guests
4.73 out of 5 average rating, 220 reviews, 7 bedrooms, 9 beds, 4.5 bathrooms
28 Dec – 2 Jan
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
New place to stay, 4 bedrooms, 6 beds, 2.5 bathrooms
8–13 Aug
Superhost
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Top guest favourite
Home in Kissimmee
Reunion Resort New Mickey house Pool-BBQ-5BR-movie
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 9 beds, 4 bathrooms
5–10 Jul
Home in Kissimmee
6BR Disney Retreat | Pool | Emerald Island
New place to stay, 6 bedrooms, 8 beds, 4.5 bathrooms
24–29 Aug