Holiday rentals 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.
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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
Guest favourite
Home in Apopka
4.96 out of 5 average rating, 193 reviewsFarm feel in the city
Guest favourite
Bungalow in Maitland
4.86 out of 5 average rating, 494 reviewsMaitland-Orlando Area, FL. Pool House Bungalow
Guest favourite
Guest suite in Orlando
4.81 out of 5 average rating, 506 reviewsThe Groves (1)
Guest favourite
Home in Montverde
4.97 out of 5 average rating, 107 reviewsThe Legacy House - your home away from home.
Guest favourite
Guest house in Orlando
4.94 out of 5 average rating, 214 reviewsModern Guest Studio (Private) Pool / Spa available
Guest favourite
Guest house in Winter Garden
4.94 out of 5 average rating, 53 reviewsBlue Heron Bungalow
Guest favourite
Home in Winter Garden
4.95 out of 5 average rating, 19 reviewsCozy home in Winter Garden
Guest favourite
Tiny home in Winter Garden
4.93 out of 5 average rating, 41 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
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
- Kissimmee Holiday rentals
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- Anna Maria Island Holiday rentals
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