Villa holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for villa rentals in Simcoe County
Private villa rentals
Villa in Whitchurch-Stouffville
4.75 out of 5 average rating, 16 reviewsLuxury countryside/Forest Villa (close to lake)
8–15 Feb
Villa in Innisfil
4.67 out of 5 average rating, 9 reviews4Bedroom Elegant LakeViewCottage
7–14 Aug
Villa in Orangeville
4.6 out of 5 average rating, 68 reviewsNottawasaga River Retreat
15–22 Apr
Villa in New Tecumseth
Beautiful bungalow on 9 acres with River
8–15 Apr
Luxury villa rentals
Villa in Whitchurch-Stouffville
Entire Luxurious Villa by the Vineyard
2–9 Aug
Villa in Port McNicoll
Luxury home, cozy, ski, snowmobile, hot tub, sauna
8–15 May
Villa in Wasaga Beach
4.09 out of 5 average rating, 22 reviewsBeach1 Riverfront Resort - Villa #32
24–31 Mar
Room in Newmarket
New place to stayEnjoy your beautiful stay, now! (with video tour)
17–24 Oct
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!
28 Sept – 5 Oct
Villa in Gravenhurst
5.0 out of 5 average rating, 6 reviewsLuxury Modern Muskoka Retreat
10–17 Jan
Villa in Gravenhurst
Luxury Resort Villa in Muskoka
29 Sept – 6 Oct
Villa in East Gwillimbury
Pool For Parties
18–25 Sept
Room in Blue Mountains
4.99 out of 5 average rating, 121 reviewsCardinals Roost Nature Retreat~2 Double Beds Room
16–23 Dec
Room in Wasaga Beach
4.88 out of 5 average rating, 16 reviewsFabulous vacation out of City
21–28 Jun
Room in The Blue Mountains - Nottawa
5.0 out of 5 average rating, 169 reviewsCardinals Roost Nature Retreat~ South King Room
9–16 Dec
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