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
Guest suite in Clermont
4.89 out of 5 average rating, 131 reviewsPrivate In-Law Suite. House in Hills. BIKE Trail
Guest favourite
Home in Mount Dora
4.95 out of 5 average rating, 116 reviewsModern Farmhouse & Pool in Mount Dora by Lake Ola
Guest favourite
Guest house in Orlando
4.94 out of 5 average rating, 217 reviewsModern Guest Studio (Private) Pool / Spa available
Guest favourite
Guest suite in Clermont
4.83 out of 5 average rating, 129 reviewsClermont Guest Suite
Guest favourite
Guest house in Winter Garden
4.95 out of 5 average rating, 55 reviewsBlue Heron Bungalow
Guest favourite
Home in Winter Garden
4.95 out of 5 average rating, 21 reviewsCozy home in Winter Garden
Guest favourite
Tiny home in Winter Garden
4.93 out of 5 average rating, 45 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
Guest favourite
Home in Winter Garden
4.94 out of 5 average rating, 96 reviewsLuxury Home Winter Garden Near Disney & Universals
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
3.6T reviews
Destinations to explore
- OrlandoΒ Holiday rentals
- KissimmeeΒ Holiday rentals
- TampaΒ Holiday rentals
- Anna Maria IslandΒ Holiday rentals
- SarasotaΒ Holiday rentals
- West Palm BeachΒ Holiday rentals
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- Boca RatonΒ Holiday rentals
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- Miami BeachΒ Holiday rentals
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- Yurt RentalsΒ United States
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- Castle RentalsΒ United States
- HouseboatsΒ United States
- Holiday CaravansΒ United Kingdom
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- Farm HousesΒ United States
- Farm CottagesΒ United Kingdom
- Cabin RentalsΒ Australia
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- Holiday ChaletsΒ United Kingdom
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- Holiday ApartmentsΒ Australia
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- Large VillasΒ United Kingdom
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- Apartments with a Hot TubΒ United States
- Holiday Cottages with a Hot TubΒ United Kingdom
- Beach CabinsΒ United States
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- Beach HousesΒ United Kingdom
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- Dog-Friendly CottagesΒ United Kingdom
- Luxury Dog-Friendly CottagesΒ United Kingdom