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 Collingwood
4.76 out of 5 average rating, 59 reviewsThe Family Escape-5 min to the slopes & the shore!
Dec 30 – Jan 6
Villa in Innisfil
4.67 out of 5 average rating, 9 reviews4Bedroom Elegant LakeViewCottage
Aug 5 – 12
Villa in Orangeville
4.6 out of 5 average rating, 68 reviewsNottawasaga River Retreat
Apr 14 – 21
Villa in New Tecumseth
Beautiful bungalow on 9 acres with River
Apr 5 – 12
Luxury villa rentals
Villa in Whitchurch-Stouffville
4.75 out of 5 average rating, 16 reviewsLuxury countryside/Forest Villa (close to lake)
Dec 4 – 11
Villa in Richmond Hill
4.54 out of 5 average rating, 76 reviewsExquisite Mansion with Indoor Pool in RichmondHill
Jun 20 – 27
Villa in Whitchurch-Stouffville
Entire Luxurious Villa by the Vineyard
Jul 11 – 18
Villa in Port McNicoll
Luxury home, cozy, ski, snowmobile, hot tub, sauna
Dec 13 – 20
Villa in Wasaga Beach
4.09 out of 5 average rating, 22 reviewsBeach1 Riverfront Resort View Attractions
Feb 18 – 25
Room in Newmarket
New place to stayEnjoy your beautiful stay, now! (with video tour)
Oct 15 – 22
Villa rentals with a pool
Villa in Gravenhurst
4.73 out of 5 average rating, 549 reviewsLargest Villa at Muskoka Bay Club with a Hot Tub!
Sep 6 – 13
Villa in Gravenhurst
5.0 out of 5 average rating, 6 reviewsLuxury Modern Muskoka Retreat
Oct 31 – Nov 7
Villa in Gravenhurst
Luxury Resort Villa in Muskoka
Sep 27 – Oct 4
Villa in East Gwillimbury
Pool For Parties
Sep 16 – 23
Room in Blue Mountains
4.99 out of 5 average rating, 121 reviewsCardinals Roost Nature Retreat~2 Double Beds Room
Dec 14 – 21
Room in Wasaga Beach
4.88 out of 5 average rating, 16 reviewsFabulous vacation out of City
Oct 7 – 14
Room in The Blue Mountains - Nottawa
5.0 out of 5 average rating, 169 reviewsCardinals Roost Nature Retreat~ South King Room
Jul 6 – 13
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