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Search results; Over 1,000 homes in Winter Garden

Guest favourite
Home in Winter Garden
Cozy cottage in Winter Garden
2 bedrooms, 2 beds, 2 private bathrooms
27 Sept – 2 Oct
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4.97 out of 5 average rating, 65 reviews
Flat in Winter Garden
Studio Apt close to Downtown & Bike Trail, Apt #3
1 bedroom, 1 king bed, 1 bathroom
14–19 Sept
Home in Orlando
Luxury 2BR Home | Private Patio & Stylish Stay
2 bedrooms, 2 king beds, 1 bathroom
25–30 Sept
New place to stay
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
20–25 Sept
4.92 out of 5 average rating, 97 reviews
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
24–29 Sept
5.0 out of 5 average rating, 8 reviews
Superhost
Home in Clermont
Lake Louisa Retreat - Your Clermont Retreat.
4 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
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
Home in Minneola
New! Resort Style Oasis ~ Heated Pool & Game Room
3 bedrooms, 3 queen beds, 2.5 bathrooms
4–9 Oct
5.0 out of 5 average rating, 89 reviews
Superhost
Home in Kissimmee
Comfy Villa W/ Pool & FREE BBQ | Near Disney
4 bedrooms, 6 beds, 3 bathrooms
5–10 Oct
New place to stay
Superhost
Home in Kissimmee
Private Pool • No Resort Fee | 10 Min to Disney
4 bedrooms, 5 beds, 2 bathrooms
8–13 Oct
5.0 out of 5 average rating, 3 reviews
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
2–7 Oct
4.94 out of 5 average rating, 35 reviews
Top guest favourite
Home in Clermont
Lake Front Home with private Dock on Lake Louisa
3 bedrooms, 4 beds, 2 bathrooms
2–7 Oct
4.94 out of 5 average rating, 228 reviews
Guest favourite
Townhouse in Clermont
5 Bd/ 4.5 Ba Windsor Cay (1276 Bp)
5 bedrooms, 8 beds, 4.5 bathrooms
28 Sept – 3 Oct
5.0 out of 5 average rating, 11 reviews
Top guest favourite
Home in Kissimmee
Home, Private Pool, 10 min to Disney, 3 BR/2 Baths
3 bedrooms, 5 beds, 2 bathrooms
1–6 Nov
4.98 out of 5 average rating, 46 reviews
Home in Kissimmee
Near Disney with private pool and resort amenities
6 bedrooms, 9 beds, 5 bathrooms
14–19 Sept
New place to stay
Flat in Orlando
Enormous studio apartment in the heart of Orlando
1 bedroom, 1 queen bed, 1 bathroom
20–25 Sept
New place to stay
Top guest favourite
Home in Kissimmee
Designer Townhome 3Bed/3Bath | 15 min to Disney
3 bedrooms, 6 beds, 3 bathrooms
27 Sept – 2 Oct
5.0 out of 5 average rating, 29 reviews
Apartment in Kissimmee
Peaceful 3BR Condo Near Disney + Resort Amenities
3 bedrooms, 4 beds, 2 bathrooms
14–19 Sept
New place to stay
Room in Winter Garden
J&K Accommodation
4 beds, 1 bathroom
14–19 Sept
New place to stay