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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
![](https://a0.muscache.com/im/pictures/20420515/6f62d1c8_original.jpg?im_w=720)
Villa in Orangeville
4.6 out of 5 average rating, 68 reviewsNottawasaga River Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-873929913627573493/original/dad74b00-0dd4-4aa6-8784-659a4bb3de39.jpeg?im_w=720)
Villa in Innisfil
4.67 out of 5 average rating, 9 reviews4Bedroom Elegant LakeViewCottage
![](https://a0.muscache.com/im/pictures/879679ab-d0ae-4f29-837d-70d9fd9c4d76.jpg?im_w=720)
Villa in New Tecumseth
Beautiful bungalow on 9 acres with River
![](https://a0.muscache.com/im/pictures/hosting/Hosting-22614888/original/fcdc6b5a-7707-4f2f-973a-d748595f7b71.jpeg?im_w=720)
Villa in Tiny
4.89 out of 5 average rating, 132 reviewsBeautiful Getaway Location - Cuddles Cove
![](https://a0.muscache.com/im/pictures/miso/Hosting-679763427728324595/original/46d7684e-bfa6-4ed1-b92f-91884f5adf90.jpeg?im_w=720)
Villa in Kettleby
4.98 out of 5 average rating, 40 reviewsEntire Villa with beautiful fenced backyard
![](https://a0.muscache.com/im/pictures/miso/Hosting-725508151836049329/original/1071b580-a989-4c27-a813-0c0346a199d6.jpeg?im_w=720)
Villa in Georgina
4.95 out of 5 average rating, 22 reviewsCharming Mid-Century Villa on 10 Acres Forest Land
![](https://a0.muscache.com/im/pictures/60dbb0e9-24aa-49e1-9316-912489ada309.jpg?im_w=720)
Villa in Tiny
4.95 out of 5 average rating, 37 reviewsChic & luxurious villa with outdoor sauna
![](https://a0.muscache.com/im/pictures/miso/Hosting-49674882/original/acccbf9f-94ed-499c-8ad2-d025e1172797.jpeg?im_w=720)
Villa in Tiny
4.99 out of 5 average rating, 83 reviewsSpacious villa in pines
Luxury villa rentals
![](https://a0.muscache.com/im/pictures/miso/Hosting-657843047724528952/original/be5b0a41-1a9d-477f-9c99-8c997f86e567.jpeg?im_w=720)
Villa in Whitchurch-Stouffville
4.75 out of 5 average rating, 16 reviewsLuxury countryside/Forest Villa (close to lake)
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1074913423872752523/original/faaad296-dde0-48f6-a60d-bdfb66d9202c.jpeg?im_w=720)
Villa in Whitchurch-Stouffville
Entire Luxurious Villa by the Vineyard
![](https://a0.muscache.com/im/pictures/miso/Hosting-736836466649678622/original/24bd6abb-69ef-4b72-8885-5f83fa13574c.jpeg?im_w=720)
Villa in Port McNicoll
Luxury home, cozy, ski, snowmobile, hot tub, sauna
![](https://a0.muscache.com/im/pictures/miso/Hosting-41428288/original/662540f0-bc22-49c4-87a7-bb7b51ff18d9.jpeg?im_w=720)
Villa in Wasaga Beach
4.09 out of 5 average rating, 22 reviewsBeach1*com - Riverfront Resort - Villa #32
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1102496131983705415/original/293fff46-1a29-4cfa-b94f-304eeb4b278d.jpeg?im_w=720)
Private room in Newmarket
Enjoy your beautiful stay, now! (with video tour)
Villa rentals with a pool
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Villa in Gravenhurst
5 out of 5 average rating, 6 reviewsLuxury Modern Muskoka Retreat
![](https://a0.muscache.com/im/pictures/46024349/75889ba6_original.jpg?im_w=720)
Villa in Gravenhurst
4.73 out of 5 average rating, 554 reviewsLargest Villa at Muskoka Bay Club with a Hot Tub!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-1162551903497834197/original/1238de5a-cc1f-4905-b641-0787b1d05526.jpeg?im_w=720)
Villa in Gravenhurst
New place to stayGaveScape a Luxury 3 Bedroom Villa
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6OTMzOTI2ODQ0ODc0NjA5MDMy/original/8347de06-a4fe-4250-9fa9-a04909d21da1.jpeg?im_w=720)
Villa in Gravenhurst
New place to stayScandinaVilla Retreat
![](https://a0.muscache.com/im/pictures/694efd12-5822-4569-b650-9910814356cc.jpg?im_w=720)
Villa in East Gwillimbury
Pool For Parties
![](https://a0.muscache.com/im/pictures/4b31f372-bf2b-4855-8d66-85c219292a02.jpg?im_w=720)
Private room in The Blue Mountains - Nottawa
5 out of 5 average rating, 174 reviewsCardinals Roost Nature Retreat~ South King Room
![](https://a0.muscache.com/im/pictures/5522b2ca-c791-4e7c-bc24-00e3c6706982.jpg?im_w=720)
Private room in Wasaga Beach
4.9 out of 5 average rating, 21 reviewsFabulous vacation out of City
![](https://a0.muscache.com/im/pictures/47ed169d-9d9f-4900-8d60-b67b60b2a581.jpg?im_w=720)
Private room in Blue Mountains
4.99 out of 5 average rating, 125 reviewsCardinals Roost Nature Retreat~2 Double Beds Room
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