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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Apartment in Kissimmee
Stylish Condo Pool, Family/Kids Disney Themed
3 bedrooms, 4 beds, 2 private bathrooms
8–13 Jul
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4.98 out of 5 average rating, 214 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
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 3.5 bathrooms
4–9 Sept
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
Sleeps 16·Pvt Pool+Spa·Gaming Tables·Clubhouse
5.0 out of 5 average rating, 4 reviews, 6 bedrooms, 8 beds, 4.5 bathrooms
15–20 Jul
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
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
27 Jul – 1 Aug
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
New place to stay, 9 bedrooms, 13 beds, 10 bathrooms
8–13 Aug
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
9–14 Sept
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 7 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Home in Kissimmee
Woodland Oasis: Brand-new Home 15 Min to Disney
New place to stay, 3 bedrooms, 6 beds, 2 bathrooms
8–13 Jul
Superhost
Home in Kissimmee
Themed House private pool
New place to stay, 4 bedrooms, 6 beds, 4.5 bathrooms
12–19 Jul
Superhost
Home in Kissimmee
5 BD/ 4.5 BA/ Encore at Reunion (266 SS)
5 bedrooms, 6 beds, 4 bathrooms
6–11 Jul
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
5.0 out of 5 average rating, 5 reviews, 15 bedrooms, 21 beds, 16.5 bathrooms
27 Jul – 1 Aug
Superhost
Home in Kissimmee
9 BD/ 6.5 BA/ Solara Resort (9071 SR)
5.0 out of 5 average rating, 3 reviews, 9 bedrooms, 14 beds, 6 bathrooms
24–29 Aug
Guest favourite
Townhouse in Kissimmee
Magic Village 4 Suites w/ Jacuzzi - 7493
4.88 out of 5 average rating, 82 reviews, 4 bedrooms, 7 beds, 4.5 bathrooms
6–11 Jul
Top guest favourite
Home in Kissimmee
Reunion Resort-Disney area-Pool-BBQ-Family Room
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 9 beds, 4 bathrooms
19–24 Jul
Home in Kissimmee
Serene Retreat w Private Pool & Resort Access
New place to stay, 5 bedrooms, 6 beds, 5.5 bathrooms
12–17 Jul
Guest favourite
Home in Kissimmee
2026 NEW Brand NEW 07 Bedrooms At Solara Resort
5.0 out of 5 average rating, 18 reviews, 7 bedrooms, 12 beds, 6 bathrooms
11–16 Jun