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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Villa in Kissimmee
Show Time Movie Theater Pool Jacuzzi 7BD sleeps 16
7 bedrooms, 11 beds, 4.5 private bathrooms
16–21 Aug
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4.82 out of 5 average rating, 549 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
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
Superhost
Flat in Kissimmee
Comfortable 3BR Apt at Club Cortile Near Disney
New place to stay, 3 bedrooms, 4 beds, 2 bathrooms
5–10 Jul
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
9–14 Jul
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
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
Cottage in Kissimmee
Beauty and the Beast
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
15–20 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
Home in Kissimmee
NEW! Disney-Themed Escape | Private Pool | Villans
New place to stay, 8 bedrooms, 13 beds, 6 bathrooms
6–11 Jul
Home in Kissimmee
Ever After Estate, 12 minutes from Disney, Reunion
New place to stay, 9 bedrooms, 13 beds, 10 bathrooms
8–13 Aug
Top guest favourite
Home in Kissimmee
Luxury Reunion Resort-private Pool-BBQ- NearDisney
5.0 out of 5 average rating, 6 reviews, 5 bedrooms, 9 beds, 4 bathrooms
19–24 Jul
Superhost
Townhouse in Kissimmee
4BD w/Pool&BBQ: Mickey&Stitch Magic- Top Location!
New place to stay, 4 bedrooms, 5 beds, 3.5 bathrooms
5–10 Aug
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
7 BD/ 7 BA/ Solara Resort (2327 SR)
7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
9–14 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
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