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Search results; Over 1,000 homes in Kissimmee

Guest favourite
Villa in Kissimmee
Amazing pool house - 10 MIN FROM DISNEY ORLANDO
4 bedrooms, 5 beds, 2 private baths
Aug 30–Sep 4
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4.78 out of 5 average rating, 155 reviews
Guest favourite
Home in Kissimmee
Montego Bay Retreat | 15 Min to Disney
3 bedrooms, 5 beds, 2 baths
Aug 22–27
5.0 out of 5 average rating, 12 reviews
Superhost
Home in Kissimmee
2026 Luxry Themed 06 Bedrooms At Solara Resort
6 bedrooms, 8 beds, 4.5 baths
Sep 14–19
Home in Kissimmee
Kings Castle Retreat
5 bedrooms, 9 beds, 5 baths
Aug 16–21
New place to stay
Superhost
Home in Kissimmee
2026 NEW 7BR Pool Home Near Disney | Solara Resort
7 bedrooms, 6 single beds, 4.5 baths
Aug 23–28
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Kissimmee
Stylish Disney Retreat | 15 Mins to Disney
3 bedrooms, 4 beds, 3 baths
Aug 29–Sep 3
5.0 out of 5 average rating, 5 reviews
Home in Kissimmee
4BR Villa | Private Pool • Minutes to Disney
4 bedrooms, 5 beds, 2 baths
Aug 13–18
New place to stay
Top guest favourite
Home in Davenport
Pool Spa + Outdoor Entertainment | Golf Retreat
4 bedrooms, 6 beds, 5 baths
Aug 16–21
5.0 out of 5 average rating, 6 reviews
Guest favourite
Home in Kissimmee
Amazing Home Near Parks w/ Pool & Spa
4 bedrooms, 5 beds, 4 baths
Oct 24–29
5.0 out of 5 average rating, 5 reviews
Superhost
Townhouse in Kissimmee
SUPER Cozy & Fun Villa w/ Pool & BBQ | Near Disney
4 bedrooms, 8 beds, 3.5 baths
Aug 30–Sep 4
5.0 out of 5 average rating, 3 reviews
Home in Kissimmee
Disney World Retreat Oasis & Private Pool
5 bedrooms, 7 beds, 4 baths
Aug 30–Sep 4
5.0 out of 5 average rating, 4 reviews
Superhost
Home in Four Corners
8 Bd/ 6 Ba/ Windsor Cay (1025 Bw)
8 bedrooms, 8 beds, 6 baths
Aug 19–24
Superhost
Home in Davenport
A Magical Villa at Watersong
5 bedrooms, 7 beds, 4 baths
Aug 23–28
5.0 out of 5 average rating, 4 reviews
Guest favourite
Townhouse in Kissimmee
4 Bd/3 Ba/Storey Lake (4285 Qs)
4 bedrooms, 5 beds, 3 baths
Aug 30–Sep 4
5.0 out of 5 average rating, 7 reviews
Guest favourite
Home in Davenport
The Ultimate Family Getaway Near Disney
3 bedrooms, 4 beds, 2.5 baths
Aug 15–20
4.94 out of 5 average rating, 17 reviews
Villa in Kissimmee
Cumbrian Dream 4 Bedroom Pool Home near Disney
4 bedrooms, 6 beds, 3 baths
Aug 25–30
Home in Kissimmee
4BR Kissimmee home with private pool
4 bedrooms, 5 beds, 2 baths
Aug 23–28
New place to stay
Top guest favourite
Villa in Orlando
Modern 3BR Family Home Near Shops & Disney
3 bedrooms, 4 beds, 4 baths
Aug 16–21
5.0 out of 5 average rating, 17 reviews
Superhost
Home in Kissimmee
Disney Oasis with Palm-lined relaxation!
2 bedrooms, 4 beds, 1 bath
Aug 15–20
New place to stay