Holiday houses in Winter Garden
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Winter Garden
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
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
4.81 out of 5 average rating, 506 reviewsThe Groves (1)
24 – 31 Aug
$750 AUD total
Guest favourite
Home in Clermont
4.93 out of 5 average rating, 188 reviewsLake Front Home with private Dock on Lake Louisa
28 Aug – 4 Sept
$2,139 AUD total
Guest favourite
Guesthouse in Orlando
4.94 out of 5 average rating, 213 reviewsModern Guest Studio (Private) Pool / Spa available
29 July – 5 Aug
$1,640 AUD total
Guest favourite
Guesthouse in Winter Garden
4.94 out of 5 average rating, 53 reviewsBlue Heron Bungalow
27 May – 3 June
$1,295 AUD total
Guest favourite
Tiny home in Winter Garden
4.93 out of 5 average rating, 41 reviewsEnchanted TINY HOME SUITE - Downtown Winter Garden
29 Sept – 6 Oct
$1,330 AUD total
Guest favourite
Home in Winter Garden
4.94 out of 5 average rating, 18 reviewsCozy home in Winter Garden
7 – 14 Oct
$1,657 AUD total
Guest favourite
Home in Winter Garden
4.91 out of 5 average rating, 43 reviewsWinter Garden Experience
29 Sept – 6 Oct
$1,981 AUD total
Guest favourite
Farm stay in Winter Garden
4.96 out of 5 average rating, 46 reviewsCarriage House Studio Apt Peaceful & Private Ranch
25 Oct – 1 Nov
$1,658 AUD total
Quick stats about accommodation 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 Accommodation & holiday rentals
- Sarasota Holiday rentals
- West Palm Beach Holiday rentals
- Naples Accommodation & holiday rentals
- Boca Raton Accommodation & holiday rentals
- Fort Lauderdale Accommodation & holiday rentals
- Miami Beach Accommodation & holiday rentals
- Miami Holiday rentals
- Key West Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom