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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, 5.5 bathrooms
6–11 Mar
5.0 out of 5 average rating, 7 reviews
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds, 3.5 bathrooms
31 Aug – 5 Sept
5.0 out of 5 average rating, 3 reviews
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
1–6 Aug
5.0 out of 5 average rating, 4 reviews
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
9–14 Jul
5.0 out of 5 average rating, 13 reviews
Superhost
Home in Kissimmee
Heated Pool~Game Room~Modern~Resort~Disney Magic
4 bedrooms, 5 beds, 3 bathrooms
27 Jul – 1 Aug
New place to stay
Superhost
Home in Kissimmee
6 BD/ 5.5 BA/ Solara Resort (1781 SP)
6 bedrooms, 8 beds, 5.5 bathrooms
8–13 Aug
5.0 out of 5 average rating, 3 reviews
Guest favourite
Home in Clermont
2026 NEW Themed 05 Bedrooms At Windsor Cay
5 bedrooms, 8 beds, 4 bathrooms
26–31 Jan
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
5 BD/ 4.5 BA/ Encore at Reunion (266 SS)
5 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
Top guest favourite
Home in Kissimmee
Reunion Resort New Mickey house Pool-BBQ-5BR-movie
5 bedrooms, 9 beds, 4 bathrooms
5–10 Jul
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Townhouse in Kissimmee
4 Suites, Private Jacuzzi & Prime Location
4 bedrooms, 5 beds, 4.5 bathrooms
12–17 Jul
New place to stay
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
5.0 out of 5 average rating, 6 reviews
Home in Kissimmee
Disney Theme 7 Bedroom Home, Pool, Spa, Game Room
7 bedrooms, 12 beds, 5 bathrooms
2–7 Aug
New place to stay
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Aug
New place to stay
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
9 bedrooms, 13 beds, 10 bathrooms
8–13 Aug
New place to stay
Home in Kissimmee
Lux Sonoma Retreat w Private Pool & Outdoor BBQ
14 bedrooms, 21 beds, 11 bathrooms
29 Jul – 3 Aug
New place to stay
Superhost
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 2.5 bathrooms
8–13 Aug
New place to stay