Vacation rentals in Winter Garden
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Top-rated vacation rentals in Winter Garden
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Winter Garden vacation rentals
Stay near Winter Garden's top sights
Other great vacation rentals in Winter Garden
Guest favourite
Home in Clermont
4.99 out of 5 average rating, 157 reviewsClermont Cottage Near the Lake
Oct. 24 – 31
$203 CAD per night
Guest favourite
Guest suite in Orlando
4.98 out of 5 average rating, 304 reviewsA SUITE RETREAT with a Garden View in the City
Jun. 9 – 16
$123 CAD per night
Guest favourite
Guest suite in Orlando
4.81 out of 5 average rating, 506 reviewsThe Groves (1)
Sep. 7 – 14
$99 CAD per night
Guest favourite
Apartment in Winter Park
4.95 out of 5 average rating, 283 reviewsGet a Little Glam in a Retro Palm Beach-Style Boudoir
Aug. 20 – 27
$196 CAD per night
Guest favourite
Guest suite in Clermont
4.89 out of 5 average rating, 130 reviewsPrivate In-Law Suite. House in Hills. BIKE Trail
Jun. 2 – 9
$190 CAD per night
Guest favourite
Guesthouse in Winter Garden
4.94 out of 5 average rating, 53 reviewsBlue Heron Bungalow
May 27 – Jun. 3
$168 CAD per night
Guest favourite
Home in Winter Garden
4.94 out of 5 average rating, 18 reviewsCozy home in Winter Garden
Jul. 30 – Aug. 6
$215 CAD per night
Guest favourite
Tiny homes in Winter Garden
4.93 out of 5 average rating, 41 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
Nov. 28 – Dec. 5
$173 CAD per night
Quick stats about vacation 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
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