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Search results; Over 1,000 homes in Winter Garden

Superhost
Apartment in Winter Garden
Upstay Pet Friendly Condo 6 Minutes from Disney
2 bedrooms, 2 beds, 2 private bathrooms
20–25 Sept
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4.83 out of 5 average rating, 24 reviews
Flat in Winter Garden
Chic Studio Apt by Bike Trail & Downtown, Apt #4
1 bedroom, 1 queen bed, 1 bathroom
8–13 Sept
Superhost
Home in Kissimmee
Private Pool • No Resort Fee | 10 Min to Disney
4 bedrooms, 5 beds, 2 bathrooms
4–9 Oct
New place to stay
Top guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
8–13 Sept
4.92 out of 5 average rating, 96 reviews
Superhost
Home in Clermont
Lake Louisa Retreat - Your Clermont Retreat.
4 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
Top guest favourite
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms, 3 queen beds, 2.5 bathrooms
21–26 Sept
5.0 out of 5 average rating, 87 reviews
Top guest favourite
Home in Clermont
Lake Front Home with private Dock on Lake Louisa
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.94 out of 5 average rating, 228 reviews
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
8–13 Sept
5.0 out of 5 average rating, 8 reviews
Top guest favourite
Townhouse in Kissimmee
3 Bd/ 2.5 Ba/ Encantada Resort (3113 Yl)
3 bedrooms, 4 beds, 2.5 bathrooms
2–7 Oct
4.82 out of 5 average rating, 11 reviews
Guest favourite
Home in Clermont
Cozy Family Home in Clermont Near Lake Minnehaha
3 bedrooms, 3 beds, 1.5 bathrooms
8–13 Sept
5.0 out of 5 average rating, 6 reviews
Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms, 3 beds, 2 bathrooms
8–13 Sept
New place to stay
Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds, 3 bathrooms
8–13 Sept
5.0 out of 5 average rating, 3 reviews
Apartment in Orlando
4114-306 Spacious 3bd condo at Vista Cay Resort
3 bedrooms, 7 beds, 2 bathrooms
6–11 Oct
New place to stay
Top guest favourite
Flat in Clermont
Downtown Clermont Scenic Retreat
2 bedrooms, 2 beds, 1.5 bathrooms
9–14 Sept
5.0 out of 5 average rating, 14 reviews
Superhost
Rooms in Oakland
Oakland Trails
2 bedrooms, 2 queen beds, 1 bathroom
22–27 Sept
5.0 out of 5 average rating, 4 reviews
Top guest favourite
Home in Clermont
Cozy Clermont Retreat
6 bedrooms, 9 beds, 4 bathrooms
14–19 Sept
4.98 out of 5 average rating, 51 reviews
Top guest favourite
Townhouse in Kissimmee
Disney, 4Bd, 3 Baths, Wi-Fi, Private Pool
4 bedrooms, 1 king bed, 3 bathrooms
18–23 Sept
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Townhouse in Davenport
4 Bd/3 Bt- Sleeps 8! Close Disney, Self Check-in
4 bedrooms, 5 beds, 3 bathrooms
29 Nov – 4 Dec
5.0 out of 5 average rating, 29 reviews