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Search results; Over 1,000 homes in Kissimmee

Top guest favourite
Townhouse in Kissimmee
2 BR Harmony House at Regal Oaks Resort
2 bedrooms, 3 beds, 2.5 private bathrooms
1–6 Aug
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4.95 out of 5 average rating, 238 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
New place to stay, 7 bedrooms, 6 beds, 4.5 bathrooms
7–12 Dec
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Superhost
Townhouse in Davenport
4735 Solterra Resort 4BR Pool House near Disney
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
Superhost
Home in Kissimmee
Beautiful 4 Bedroom Villa – Near Disney Parks
4 bedrooms, 6 beds, 4.5 bathrooms
18–23 Jul
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
19–24 Jul
Home in Kissimmee
Travelers House Orlando
New place to stay, 4 bedrooms, 5 beds, 4 bathrooms
27 Jul – 1 Aug
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
5.0 out of 5 average rating, 9 reviews, 3 bedrooms, 5 beds, 2 bathrooms
12–17 Sept
Superhost
Home in Kissimmee
7 BD/ 7 BA/ Solara Resort (2327 SR)
5.0 out of 5 average rating, 5 reviews, 7 bedrooms, 10 beds, 6.5 bathrooms
13–18 Sept
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
New place to stay, 6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
Superhost
Home in Kissimmee
Storey Lake Retreat | Private Pool w/ Spa + BBQ
New place to stay, 5 bedrooms, 7 beds, 5 bathrooms
9–14 Nov
Superhost
Home in Kissimmee
6 BD/4.5 BA Sleeps 12! Windsor At Westside(8977RS)
6 bedrooms, 8 beds, 4 bathrooms
9–14 Sept
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
New place to stay, 6 bedrooms, 6 beds, 5.5 bathrooms
20–25 Aug
Guest favourite
Home in Kissimmee
Brand New 07 Bedrooms At Solara Resort
5.0 out of 5 average rating, 23 reviews, 7 bedrooms, 10 beds, 5 bathrooms
9–14 Aug
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
Superhost
Townhouse in Davenport
5 Bedroom Luxe Disney Villa with Pool & Water Park
New place to stay, 5 bedrooms, 10 beds, 4.5 bathrooms
2–7 Aug
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 4 beds, 4 bathrooms
19–24 Jul
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
New place to stay, 5 bedrooms, 8 beds, 3.5 bathrooms
29 Jul – 3 Aug