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
Aug 13 – 20
Villa in Orangeville
4.6 out of 5 average rating, 68 reviewsNottawasaga River Retreat
Apr 21 – 28
Villa in New Tecumseth
Beautiful bungalow on 9 acres with River
Apr 14 – 21
Villa in Tiny
4.89 out of 5 average rating, 130 reviewsBeautiful Getaway Location - Cuddles Cove
Sep 14 – 21
Villa in Georgina
4.95 out of 5 average rating, 21 reviewsCharming Mid-Century Villa on 10 Acres Forest Land
Aug 23 – 30
Villa in Kettleby
4.97 out of 5 average rating, 34 reviewsEntire Villa with beautiful fenced backyard
Nov 20 – 27
Villa in Tiny
4.99 out of 5 average rating, 81 reviewsSpacious villa in pines
Oct 1 – 8
Villa in Tiny
4.94 out of 5 average rating, 35 reviewsChic & luxurious villa with outdoor sauna
Oct 6 – 13
Luxury villa rentals
Villa in Whitchurch-Stouffville
4.75 out of 5 average rating, 16 reviewsLuxury countryside/Forest Villa (close to lake)
Jan 19 – 26
Villa in Whitchurch-Stouffville
Entire Luxurious Villa by the Vineyard
Aug 8 – 15
Villa in Beaverton
New place to stayDream Waterfront Cottage - Sauna, Pool, Jakuzzi
Oct 21 – 28
Villa in Port McNicoll
Luxury home, cozy, ski, snowmobile, hot tub, sauna
May 21 – 28
Villa in Wasaga Beach
4.09 out of 5 average rating, 22 reviewsBeach1 Riverfront Resort View Attractions
Mar 15 – 22
Room in Newmarket
New place to stayEnjoy your beautiful stay, now! (with video tour)
Aug 25 – Sep 1
Villa rentals with a pool
Villa in Gravenhurst
4.73 out of 5 average rating, 550 reviewsLargest Villa at Muskoka Bay Club with a Hot Tub!
Jun 9 – 16
Villa in Gravenhurst
5.0 out of 5 average rating, 6 reviewsLuxury Modern Muskoka Retreat
Oct 26 – Nov 2
Villa in Gravenhurst
Luxury Resort Villa in Muskoka
Apr 26 – May 3
Villa in East Gwillimbury
Pool For Parties
May 31 – Jun 7
Room in Blue Mountains
4.99 out of 5 average rating, 121 reviewsCardinals Roost Nature Retreat~2 Double Beds Room
May 28 – Jun 4
Room in Wasaga Beach
4.88 out of 5 average rating, 16 reviewsFabulous vacation out of City
Jan 5 – 12
Room in The Blue Mountains - Nottawa
5.0 out of 5 average rating, 169 reviewsCardinals Roost Nature Retreat~ South King Room
Nov 1 – 8
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