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Search results; Over 1,000 homes in Winter Garden

Top guest favourite
Cottage in Winter Garden
The Heart of Winter Garden: Walk to shops & dining
2 bedrooms, 2 beds, 1 private bathroom
9–14 Sept
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4.99 out of 5 average rating, 196 reviews
Guest favourite
Home in Clermont
Brand New 05 Bedrooms At Windsor Cay
5.0 out of 5 average rating, 7 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
10–15 Aug
Superhost
Home in Clermont
Family pool home w/ game room near Disney
5.0 out of 5 average rating, 3 reviews, 4 bedrooms, 5 beds, 2 bathrooms
29 Aug – 3 Sept
Superhost
Townhouse in Clermont
5 BD/ 5.5 BA/ Windsor Cay (16123 CL)
5 bedrooms, 7 beds, 5.5 bathrooms
20–25 Sept
Top guest favourite
Guest house in Winter Garden
A place with a view
4.9 out of 5 average rating, 104 reviews, 2 bedrooms, 3 beds, 1 bathroom
3–8 Aug
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 Clermont
Cozy Mod Escape |Sleeps 7| "Oak Tree House"
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 2 bathrooms
17–22 Jul
Top guest favourite
Villa in Clermont
Sunset Paradise Villa in Orlando, Disney area.
5.0 out of 5 average rating, 24 reviews, 4 bedrooms, 6 beds, 3 bathrooms
12–17 Jul
Guest favourite
Home in Clermont
Lux 6 bed with Pool/SPA
5.0 out of 5 average rating, 6 reviews, 6 bedrooms, 10 beds, 4 bathrooms
12–17 Jul
Home in Kissimmee
Magic-Ready 4BR Pool Home Near Disney
New place to stay, 4 bedrooms, 6 beds, 2 bathrooms
19–24 Jul
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5.0 out of 5 average rating, 29 reviews, 5 bedrooms, 7 beds, 4.5 bathrooms
2–7 Aug
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
4.91 out of 5 average rating, 92 reviews, 3 bedrooms, 4 beds, 2 bathrooms
10–15 Jul
Superhost
Townhouse in Kissimmee
3 BD/ 3 BA/ The Hub At Westside (3349 TT)
5.0 out of 5 average rating, 4 reviews, 3 bedrooms, 5 beds, 3 bathrooms
28 Jul – 2 Aug
Superhost
Cottage in Kissimmee
Beauty and the Beast
New place to stay, 2 bedrooms, 3 beds, 2 bathrooms
27 Jul – 1 Aug
Top guest favourite
Home in Clermont
Lakefront 2King 2Twin 1Queen 3BD+Deck Near Events
5.0 out of 5 average rating, 11 reviews, 3 bedrooms, 5 beds, 2 bathrooms
22–27 Jul
Top guest favourite
Flat in Apopka
The little Manatee Home - Lake & Wildlife Retreat
4.98 out of 5 average rating, 57 reviews, 1 bedroom, 2 beds, 1 bathroom
25–30 Aug
Superhost
Apartment in Davenport
Disney Getaway at Bella Piazza
New place to stay, 4 bedrooms, 5 beds, 3 bathrooms
12–17 Jul
Superhost
Place to stay in Oakland
Oakland Trails
5.0 out of 5 average rating, 3 reviews, 2 bedrooms, 2 beds, 1 bathroom
14–19 Jul
Home in Winter Park
Luxury Designer Home • Downtown,Universal & Disney
New place to stay, 4 bedrooms, 4 beds, 3.5 bathrooms
11–16 Jul