Holiday houses in Winter Garden
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Top-rated holiday rentals in Winter Garden
Guests agree: these stays are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Winter Garden holiday rentals
Stay near Winter Garden's top sights
Other great holiday rentals in Winter Garden
Home in Winter Garden
4.93 out of 5 average rating, 86 reviewsLuxury Home Winter Garden Near Disney & Universals
24 Sept – 1 Oct
Farm stay in Winter Garden
4.96 out of 5 average rating, 45 reviewsCarriage House Studio Apt Peaceful & Private Ranch
12 – 19 Nov
Tiny home in Winter Garden
4.93 out of 5 average rating, 40 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
6 – 13 Dec
Home in Winter Garden
4.9 out of 5 average rating, 42 reviewsWinter Garden Experience
12 – 19 July
Guesthouse in Winter Garden
4.96 out of 5 average rating, 27 reviewsGuest house in Winter Garden
25 July – 1 Aug
Guest suite in Oakland
4.81 out of 5 average rating, 42 reviewsHistoric, Private Quarters with Kitchenette
27 Apr – 4 May
Apartment in Windermere
4.83 out of 5 average rating, 53 reviewsPrivate Garage Apt., 5 Miles from Disney World
29 July – 5 Aug
Cottage in Clermont
4.96 out of 5 average rating, 55 reviewsA-Frame Cottage near Disney, Universal, & Lakes
16 – 23 Aug
Quick stats about holiday rentals in Winter Garden
Total rentals
100 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Rentals with a pool
20 properties have a pool
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
30 properties are a good fit for families
Total number of reviews
3.6K reviews
Destinations to explore
- Orlando Holiday rentals
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