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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
10–15 Sept
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4.99 out of 5 average rating, 199 reviews
Flat in Winter Garden
Studio Apt close to Downtown & Bike Trail, Apt #3
1 bedroom, 1 king bed, 1 bathroom
10–15 Sept
Superhost
Home in Kissimmee
Comfy Villa W/ Pool & FREE BBQ | Near Disney
4 bedrooms, 6 beds, 3 bathrooms
10–15 Sept
New place to stay
Top guest favourite
Home in Ocoee
Lakefront in West Orlando Florida
3 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.92 out of 5 average rating, 97 reviews
Top guest favourite
Villa in Clermont
Visiting Family, Lakes, Golf, Olympus, the Mouse?
2 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
4.96 out of 5 average rating, 49 reviews
Top guest favourite
Home in Clermont
Lake Front Home with private Dock on Lake Louisa
3 bedrooms, 4 beds, 2 bathrooms
12–17 Sept
4.94 out of 5 average rating, 228 reviews
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, 87 reviews
Guest favourite
Home in Ocoee
Serenity Retreat
2 bedrooms, 2 beds, 2 bathrooms
10–15 Sept
5.0 out of 5 average rating, 8 reviews
Flat in Kissimmee
Majik Vacation Home
3 bedrooms, 4 beds, 3 bathrooms
11–16 Sept
New place to stay
Top guest favourite
Home in Four Corners
Luxury 05 Bedroom at Windsor Cay
5 bedrooms, 7 beds, 4.5 bathrooms
13–18 Sept
4.94 out of 5 average rating, 35 reviews
Home in Orlando
Top Rated Family Resort Near Disney & Universal
2 bedrooms, 4 beds, 2 bathrooms
10–15 Sept
New place to stay
Superhost
Home in Clermont
Lake Louisa Retreat - Your Clermont Retreat.
4 bedrooms, 5 beds, 2 bathrooms
1–6 Oct
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
Superhost
Home in Montverde
3BD Montverde Lakeview Escape Near Orlando
3 bedrooms, 3 beds, 2 bathrooms
10–15 Sept
New place to stay
Superhost
Home in Kissimmee
Magical Stay Near Disney
4 bedrooms, 5 beds, 3 bathrooms
12–17 Sept
5.0 out of 5 average rating, 3 reviews
Room in Winter Garden
J&K Accommodation
4 beds, 1 bathroom
10–15 Sept
New place to stay
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
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
Guest suite in Clermont
Modern Guesthouse Suite
1 bedroom, 1 king bed, 1 bathroom
13–18 Sept
4.98 out of 5 average rating, 51 reviews