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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Townhouse in Kissimmee
Luxurious Dream 4/3 Bedroom Home w/private Pool
4 bedrooms, 5 beds, 3.5 shared bathrooms
3–8 Aug
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4.89 out of 5 average rating, 291 reviews
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 bathrooms
7–12 Dec
New place to stay
Superhost
Home in Clermont
2026 NEW! Stunning 09 Bedroom at Windsor Cay
9 bedrooms, 12 beds, 6 bathrooms
1–6 Aug
New place to stay
Guest favourite
Townhouse in Kissimmee
NEW 05 Bedrooms at Windsor Westside
5 bedrooms, 9 beds, 4.5 bathrooms
21–26 Aug
5.0 out of 5 average rating, 15 reviews
Superhost
Home in Kissimmee
5 BD/ 4 BA/ Terra Verde (4669 GB)
5 bedrooms, 7 beds, 4 bathrooms
30 Jul – 4 Aug
Superhost
Home in Kissimmee
5 BD/ 5 BA/ Reunion Village (7852 MP)
5 bedrooms, 7 beds, 5 bathrooms
19–24 Jul
Superhost
Home in Kissimmee
Amazing 6-bedroom home with private spa
6 bedrooms, 6 beds, 5.5 bathrooms
20–25 Aug
New place to stay
Home in Kissimmee
Magical Villa with Themed Bedrooms at Reunion
6 bedrooms, 10 beds, 5 bathrooms
27 Jul – 1 Aug
New place to stay
Superhost
Townhouse in Davenport
4735 Solterra Resort 4BR Pool House near Disney
4 bedrooms, 5 beds, 3 bathrooms
26–31 Jul
New place to stay
Superhost
Townhouse in Davenport
5 Bedroom Luxe Disney Villa with Pool & Water Park
5 bedrooms, 10 beds, 4.5 bathrooms
2–7 Aug
New place to stay
Home in Kissimmee
Poolside Heaven in Cumbrian Lakes
4 bedrooms, 6 beds, 3 bathrooms
13–18 Aug
5.0 out of 5 average rating, 3 reviews
Superhost
Townhouse in Kissimmee
3 BD/ 2.5 BA/ Encantada Resort (3113 YL)
3 bedrooms, 4 beds, 2.5 bathrooms
3–8 Aug
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Kissimmee
2026 Luxury 6BR Themed Home + LED Pool | Solara
6 bedrooms, 7 beds, 4.5 bathrooms
26–31 Aug
Home in Kissimmee
5BR Villa near Disney | Game Room, Pool & Hot Tub
5 bedrooms, 8 beds, 3.5 bathrooms
29 Jul – 3 Aug
New place to stay
Superhost
Home in Kissimmee
13-Min Disney | Priv Pool | 5BR Storey Lake Resort
5 bedrooms, 4 beds, 4 bathrooms
2–7 Aug
Superhost
Home in Kissimmee
15 Bedrooms / 16.5 Bathrooms / Sonoma (4171SB)
15 bedrooms, 21 beds, 16.5 bathrooms
20–25 Aug
5.0 out of 5 average rating, 7 reviews
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, 9 reviews
Superhost
Home in Orlando
Themed 5BR Villa Minutes from Disney & Universal
5 bedrooms, 7 beds, 5 bathrooms
1–6 Sept
Home in Four Corners
Luxurious Oasis with Immersive Circus Bedroom
6 bedrooms, 9 beds, 6 bathrooms
30 Jul – 4 Aug
5.0 out of 5 average rating, 5 reviews