Villa vacation rentals in Simcoe County
Find and book unique villas on Airbnb
Top-rated villa rentals in Simcoe County
Guests agree: these villas are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Simcoe County villa rentals
Private villa rentals
Villa in Innisfil
4.67 out of 5 average rating, 9 reviews4Bedroom Elegant LakeViewCottage
Villa in Orangeville
4.6 out of 5 average rating, 68 reviewsNottawasaga River Retreat
Villa in New Tecumseth
Beautiful bungalow on 9 acres with River
Villa in Tiny
4.89 out of 5 average rating, 130 reviewsBeautiful Getaway Location - Cuddles Cove
Villa in Georgina
4.95 out of 5 average rating, 21 reviewsCharming Mid-Century Villa on 10 Acres Forest Land
Villa in Kettleby
4.97 out of 5 average rating, 35 reviewsEntire Villa with beautiful fenced backyard
Villa in Tiny
4.94 out of 5 average rating, 35 reviewsChic & luxurious villa with outdoor sauna
Villa in Tiny
4.99 out of 5 average rating, 81 reviewsSpacious villa in pines
Luxury villa rentals
Villa in Richmond Hill
4.53 out of 5 average rating, 79 reviewsExquisite Mansion with Indoor Pool in RichmondHill
Villa in Whitchurch-Stouffville
4.75 out of 5 average rating, 16 reviewsLuxury countryside/Forest Villa (close to lake)
Villa in Beaverton
Dream Waterfront Cottage - Sauna, Pool, Jakuzzi
Villa in Whitchurch-Stouffville
Entire Luxurious Villa by the Vineyard
Villa in Port McNicoll
Luxury home, cozy, ski, snowmobile, hot tub, sauna
Villa in Wasaga Beach
4.09 out of 5 average rating, 22 reviewsBeach1 Riverfront Resort - Villa #32
Room in Newmarket
Enjoy your beautiful stay, now! (with video tour)
Villa rentals with a pool
Villa in Gravenhurst
4.73 out of 5 average rating, 551 reviewsLargest Villa at Muskoka Bay Club with a Hot Tub!
Villa in Gravenhurst
5.0 out of 5 average rating, 6 reviewsLuxury Modern Muskoka Retreat
Villa in Gravenhurst
Luxury Resort Villa in Muskoka
Villa in East Gwillimbury
Pool For Parties
Room in Blue Mountains
4.99 out of 5 average rating, 121 reviewsCardinals Roost Nature Retreat~2 Double Beds Room
Room in Wasaga Beach
4.88 out of 5 average rating, 16 reviewsFabulous vacation out of City
Room in The Blue Mountains - Nottawa
5.0 out of 5 average rating, 170 reviewsCardinals Roost Nature Retreat~ South King Room
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