Apartment holiday rentals in Simcoe County
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Simcoe County
Guests agree: these apartments 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 Simcoe County apartment rentals
Weekly apartment rentals
Flat in Innisfil
4.91 out of 5 average rating, 118 reviewsKing Bed*Pool*Fireplace*BBQ*Smart TV
30 Jul – 6 Aug
Flat in The Blue Mountains
4.95 out of 5 average rating, 113 reviewsBlue Mountain Studio-KingBed/Pool/HotTub/Shuttle
6–13 Aug
Flat in Gravenhurst
4.93 out of 5 average rating, 360 reviewsOakLodge | Hot Tub + Spa | Couples Retreat
28 Sept – 5 Oct
Flat in Newmarket
5.0 out of 5 average rating, 140 reviewsThe Hilton BnB Adult Luxury Suite
21–28 Sept
Flat in Shanty Bay
4.93 out of 5 average rating, 28 reviewsSpacious Hideaway in Nature
24–31 Oct
Flat in Midland
4.96 out of 5 average rating, 25 reviewsLoft By The Bay
3–10 Nov
Flat in Innisfil
5.0 out of 5 average rating, 17 reviewsModern Condo at Friday harbour/Pet Friendly
21–28 Apr
Flat in Innisfil
5.0 out of 5 average rating, 46 reviewsSpacious Apartment 5 mins Walk to Innisfil Beach
18–25 Oct
Private apartment rentals
Flat in Minesing
5.0 out of 5 average rating, 17 reviewsThe Loft at Bryn Mawr House
7–14 Mar
Flat in Innisfil
5.0 out of 5 average rating, 7 reviewsContemporary Condo At FH!
13–20 May
Flat in Angus
4.96 out of 5 average rating, 25 reviewsEntire 2 Bedroom Basement Apartment Angus - New
14–21 Nov
Flat in Victoria Harbour
4.85 out of 5 average rating, 13 reviewsMinutes away from all the amazing activities.
9–16 Jul
Flat in Elmvale
4.92 out of 5 average rating, 12 reviewsCute & Quaint 1 bedroom in Elmvale with Parking
1–8 Apr
Flat in Penetanguishene
4.98 out of 5 average rating, 47 reviewsBy The Bay spacious one bedroom
27 May – 3 Jun
Flat in Egbert
4.91 out of 5 average rating, 46 reviewsLovely one bedroom guest suite in the country
23–30 Sept
Flat in Wasaga Beach
4.89 out of 5 average rating, 18 reviewsWaterfront | Heated Pool, Beach
21–28 Sept
Apartment rentals with a hot tub
Flat in Shanty Bay
5.0 out of 5 average rating, 5 reviewsCountry Club Suite: King Bed, Jet-Tub, Pool, Gym
4–11 May
Flat in Shanty Bay
5.0 out of 5 average rating, 8 reviewsTerrific pet friendly corner suite in Oro-Medonte
14–21 Apr
Flat in Innisfil
4.8 out of 5 average rating, 20 reviewsLuxury Suite | Pool | Hot Tub | Nature View +
1–8 Aug
Flat in Innisfil
4.83 out of 5 average rating, 12 reviewsfridayUPnorth - NEW Cozy Condo
28 Sept – 5 Oct
Flat in Shanty Bay
4.75 out of 5 average rating, 4 reviewsKing bed, Jacuzzi Suite with full kitchen
20–27 Jun
Flat in Innisfil
5.0 out of 5 average rating, 11 reviewsModern Luxury Delight with a Pool and Hot Tub
1–8 Jun
Flat in The Blue Mountains
4.92 out of 5 average rating, 24 reviewsPeakview Chalet - Community Pool / Shuttle to Blue
15–22 Aug
Flat in Innisfil
5.0 out of 5 average rating, 10 reviewsFantastic 1 Bdrm With A View.
27 May – 3 Jun
Destinations to explore
- Flat rentals Toronto
- Flat rentals Canada
- Serviced apartment rentals Canada
- Serviced apartment rentals Ontario
- Flat rentals Ontario
- Flat rentals Downtown Toronto
- Flat rentals Mississauga
- Rentals with breakfast Simcoe County
- Rentals with a firepit Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with an EV charger Simcoe County
- Villa rentals Simcoe County
- Waterfront rentals Simcoe County
- Rentals with lake access Simcoe County
- Rentals with a sauna Simcoe County
- Bungalow rentals Simcoe County
- Beachfront rentals Simcoe County
- Rentals with a washing machine and dryer Simcoe County
- Chalet rentals Simcoe County
- Rentals with a hot tub Simcoe County
- Tiny house rentals Simcoe County
- Apartment rentals Simcoe County
- Cottage rentals Simcoe County
- Guest house rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Rentals with pools Simcoe County
- Family-friendly rentals Simcoe County
- Rentals with a kayak Simcoe County
- Boutique hotel rentals Simcoe County
- Monthly Rentals Simcoe County
- Smoking-friendly rentals Simcoe County
- Farm stay rentals Simcoe County
- Townhouse rentals Simcoe County
- Family-friendly rentals Simcoe County
- Rentals with a patio Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Private suite rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Cabin rentals Simcoe County
- Hotel rentals Simcoe County
- Rentals with beach access Simcoe County
- Pet-friendly rentals Simcoe County
- House rentals Simcoe County
- Loft rentals Simcoe County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom