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.
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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 Orlando
4.98 out of 5 average rating, 302 reviewsA SUITE RETREAT with a Garden View in the City
27 May – 3 Jun
$150 NZD per night
Guest favourite
Guesthouse in Orlando
4.94 out of 5 average rating, 212 reviewsModern Guest Studio (Private) Pool / Spa available
29 Jan – 5 Feb
$239 NZD per night
Guest favourite
Guest suite in Orlando
4.81 out of 5 average rating, 503 reviewsThe Groves (1)
17–24 Sep
$121 NZD per night
Guest favourite
Home in Clermont
4.93 out of 5 average rating, 187 reviewsLake Front Home with private Dock on Lake Louisa
16–23 Apr
$338 NZD 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
8–15 Dec
$239 NZD per night
Superhost
Home in Winter Garden
4.9 out of 5 average rating, 20 reviewsPet Friendly Winter Garden Get-Away near Orlando
13–20 May
$150 NZD per night
Guest favourite
Tiny home in Winter Garden
4.93 out of 5 average rating, 40 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
2–9 Nov
$210 NZD per night
Guest favourite
Guesthouse in Winter Garden
4.94 out of 5 average rating, 49 reviewsBlue Heron Bungalow
27 Dec – 3 Jan
$205 NZD per night
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
- Tampa Holiday rentals
- Anna Maria Island Holiday rentals
- Sarasota Holiday rentals
- West Palm Beach Holiday rentals
- Naples Holiday rentals
- Boca Raton Holiday rentals
- Fort Lauderdale Holiday rentals
- Miami Beach Holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Yurt Rentals United States
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