Vacation rentals in Winter Garden
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Top-rated accommodation in Winter Garden
Guests agree: these stays are highly rated for location, cleanliness and more.
Home in Winter Garden
4.92 out of 5 average rating, 164 reviewsCozy Winter Garden Home 20 MINUTES FROM DISNEY
Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.
27 Aug – 3 Sep
Cottage in Winter Garden
4.99 out of 5 average rating, 102 reviewsCome Stay In The Heart Of Winter Garden
Stay in a completely renovated 1937 cottage that's located in the heart of historic downtown Winter Garden. It's walking distance from all of the shops, restaurants, and events (including the #1 rated farmers market in the nation every Saturday) that make Winter Garden one of the most desirable cities in Florida. Sit on the front porch and watch as people bike and jog on the famous West Orange Trail, or rent a bike from the corner and join them. The home is close to all major highways.
27 Aug – 3 Sep
Home in Clermont
4.99 out of 5 average rating, 153 reviewsClermont Cottage Near the Lake
Enjoy your stay in beautiful sunny FL in our fully renovated 2 bed/2 bath home. We've added ENHANCED CLEANING AND DISINFECTING after every guest's stay. This home is located in a quiet neighborhood less than a mile from Clermont's WATERFRONT PARK and the WEST ORANGE TRAIL. It's a great location for Triathlons and activities at Victory Point. If you are visiting to enjoy Universal Studios and Disney, they are only 28 miles away! Come stay at our home with everything you'll need!
17–24 Sep
Accommodation for every style
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Popular amenities for Winter Garden accommodation
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Other great accommodation in Winter Garden
Home in Winter Garden
4.94 out of 5 average rating, 17 reviewsCozy home in Winter Garden
4–11 Jul
Farm stay in Winter Garden
4.95 out of 5 average rating, 44 reviewsCarriage House Studio Apt Peaceful & Private Ranch
1–8 Jul
Tiny home in Winter Garden
4.92 out of 5 average rating, 38 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
30 Jul – 6 Aug
Cottage in Winter Garden
4.89 out of 5 average rating, 84 reviews3 br/2 ba Downtown Winter Garden Cottage w\fence
21–28 Mar
Guest suite in Oakland
4.83 out of 5 average rating, 41 reviewsHistoric, Private Quarters with Kitchenette
28 Jun – 5 Jul
Guesthouse in Winter Garden
4.96 out of 5 average rating, 25 reviewsGuest house in Winter Garden
22–29 May
Apartment in Ocoee
4.96 out of 5 average rating, 47 reviewsCompletely Private and Cozy Studio
27 Aug – 3 Sep
Apartment in Windermere
5.0 out of 5 average rating, 17 reviews1BR Cozy Oasis+King Bed+Fast WiFi+Pool+Gym
16–23 Aug
Guest suite in Apopka
4.97 out of 5 average rating, 30 reviewsPrivate Deluxe Apartment, 1000 sqft with pool
4–11 Aug
Home in Winter Garden
4.9 out of 5 average rating, 42 reviewsWinter Garden Experience
16–23 Oct
Apartment in Windermere
4.83 out of 5 average rating, 52 reviewsPrivate Garage Apt., 5 Miles from Disney World
7–14 Oct
Cottage in Clermont
4.96 out of 5 average rating, 54 reviewsA-Frame Cottage near Disney, Universal, & Lakes
3–10 Dec
Quick stats about holiday rentals in Winter Garden
Total rentals | 110 properties |
---|---|
Rentals with dedicated workspaces | 40 properties have a dedicated workspace |
Rentals with a pool | 20 properties have a pool |
Pet-friendly rentals | 30 properties allow pets |
Family-friendly rentals | 40 properties are a good fit for families |
Total number of reviews | 3.5K reviews |
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