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Search results; Over 1,000 homes in Kissimmee

Guest suite in Kissimmee
Vacation Rental - 2 BR Loft
3 bedrooms, 3 beds, 2.5 bathrooms
1–8 Jul
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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, 5 reviews
Superhost
Home in Kissimmee
7851 Luxury 5BR Home w/ Private Pool Near Disney
5 bedrooms, 7 beds, 5 bathrooms
27 Sept – 2 Oct
New place to stay
Home in Kissimmee
Lake Front House, Themed Br, Game Room, 16 Guests
7 bedrooms, 9 beds, 4.5 bathrooms
5–10 Jul
4.73 out of 5 average rating, 220 reviews
Home in Davenport
Luxury Disney Villa | Pool | Arcade | King Suites
4 bedrooms, 6 beds, 3 bathrooms
9–14 Aug
New place to stay
Home in Kissimmee
Santosh Cove Retreat
4 bedrooms, 5 beds, 3.5 bathrooms
31 Aug – 5 Sept
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
Orlando Dream Escape | Private Pool | Disney
3 bedrooms, 4 beds, 2 bathrooms
22–27 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
5 BD/ 4.5 BA/ Encore at Reunion (266 SS)
5 bedrooms, 6 beds, 4 bathrooms
5–10 Jul
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
4 bedrooms, 5 beds, 3.5 bathrooms
31 Jul – 5 Aug
New place to stay
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
9 bedrooms, 13 beds, 10 bathrooms
11–16 Jul
New place to stay
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 13 reviews
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
New place to stay
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 Davenport
3 Epic Theme Rooms • Sleeps 19 • Pool/Spa • Disney
7 bedrooms, 14 beds, 5.5 bathrooms
5–10 Jul
5.0 out of 5 average rating, 5 reviews
Superhost
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds, 6.5 bathrooms
17–22 Aug
Superhost
Home in Kissimmee
Sleeps 16·Pvt Pool+Spa·Gaming Tables·Clubhouse
6 bedrooms, 8 beds, 4.5 bathrooms
15–20 Nov
New place to stay
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
21–26 Aug
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