
Condo vacation rentals in Simcoe County
Find and book unique condos on Airbnb
Top-rated condo rentals in Simcoe County
Guests agree: these condos are highly rated for location, cleanliness, and more.

Luxury Beach Spa w/ Private Sauna & Oasis Patio!
Escape to the Beach at Friday Harbour Resort in our newest addition to our Spa Getaway Group of professionally designed suites that will take you to a luxury destination close to home! This stunning Miami Boho Beach Hotel type vibe suite is very spacious and boasts 3 fire elements (indoor & Out) and your own private in-suite Sauna! With 2 beds and 2 baths there is plenty of space for a couples, friends or family stay! Make memories that last a lifetime in our most unique experience suites!

The Friday Flat | Sunny Escape by the Marina
Enjoy access to all of Friday Harbour's world-class amenities, including a golf course and sandy beach. Take a dip in the outdoor pool and explore the kilometres of scenic walking trails that wind through the Nature Preserve Located just a short drive from Toronto, Friday Harbour offers the perfect escape from city life. Spend your days exploring the shops and restaurants of the promenade, or venture out onto the lake Come experience the ultimate waterfront getaway at Friday Harbour

Lovely king size room with kitchenette
An inviting four-season natural playground surrounded by rolling hills and forested trails is located in a spectacular country setting. The Mount St. Louis Moonstone Ski Area is 12 km away, Barrie is 25 km away, and Toronto is 138 km away. Onsite amenities include a pool, fitness center, fire pit, and play area. Nearby, you can enjoy an array of fun attractions and activities for every season! Several convenient perks are available to provide you with the best and most comfortable stay.

Bohemian Luxury at Friday Harbour Resort Simcoe
Welcome to a Bohemian Paradise in the Heart of Friday Harbour. All year round access to Hot Tub. Treat yourself to a relaxing experience only 1hr from Toronto. **Convenience** One of the few condos with direct walkout to the courtyard’s Swimming Pool, Hot Tub, Firepit and BBQs. (Swimming Pool and Hot Tub are currently closed for repairs, we apologize for any inconvenience) Steps away from Restaurants, Nature Trails, Beach & Boardwalk, Golfing, Live Music Events every Weekend.

Friday Harbor Upscale 1Bed+Sofabed+Pool Option
Experience the allure of Friday Harbour! Stay in this gorgeously furnished 1-bedroom condo, complete with a pullout sofa bed. Enjoy the stunning outdoor relaxation area that overlooks the courtyard pool. The condo features a spacious bedroom with a closet and a large bathroom. Its layout is perfect for both relaxation and entertainment, with an open concept living area and a kitchen featuring an island. Embrace the ultimate indoor and outdoor living experience at Friday Harbour!

3 Peaks at Blue Mountains, your luxury staycation!
A luxurious staycation, two-bedroom, two-bathroom ground floor condo. Enjoy the Blue Mountains year-round with a view of the ski hills and the 17th hole of the Monterra Golf Course. Our welcoming unit is a quick walk to the Blue Mountain Resort, short drives to world-class spas in the area, and steps away from fantastic outdoor activities available year-round. We have enjoyed the area for many years and will be happy to pass along our tips to make your stay wonderful!

Spacious 1-br w jacuzzi at Horseshoe Valley
Welcome to Horseshoe Valley, just 1.5 hrs north of Greater Toronto Area. It's a four-season wonder of nature with limitless access to lakes, rivers, trails, and rolling hills. Whether you aim to ski in snow-laden forests of pine, hit golf at one of eighteen golf courses, mountain bike or hike in several landscape trails, soak in the healing experience of Vetta Nordic spa, or simply relax at the tranquility of the area, this place is simply yours to enjoy!

Resort Condo in Friday Harbour
Exquisite 1 Bedroom condo with separate pull out couch. Get ready to relax and unwind. Only 45 minutes from Toronto. Great getaway for couples, singles, work travelers and those just wanting to relax or some adventure. Enjoy the marina, boardwalk, shops, restaurants, nature trails, golf course and much more. Visit: friday harbour .com for complete list of activities and explore all that FH has to offer. Owner only restrictions apply.

Pet-friendly, 1 BR condo in Horseshoe Valley
All-season Condominium in Horseshoe Valley. Spacious BR with ensuite. Living room with fireplace, dining space, sofa bed. Private balcony, kitchen with all the necessities. Walk to the new Vetta Nordic Spa. Skiing , golfing , hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY) Please note: we are NOT able to accept cats!

*HotTub*Pool*FirePit*King Bed*
The perfect getaway an hour away from Toronto! Modern and bright fully stocked condo with a year-round hot tub, outdoor pool, fireplace, and an outdoor fire pit. Outside you are surrounded by 200 acres of nature preserve, with trails for walking and biking, golf, kayak, canoe, boat, etc. → Beach access → Underground Parking for 1 vehicle → Fully equipped + stocked kitchen → Year Round Hot Tub → Outdoor Swimming Pool

Boho by the Bay
BlogTO writes: " Friday Harbour Resort is a vibrant, upscale destination...That's perfect for a quick getaway..., with plenty of cool restaurants and shops, a waterfront pedestrian village, and year-round recreational activities." I encourage you to search eventsatfridayharbour to see what is seasonally available. if after searching, you still have questions or need clarification, please ask!

Blue Mountain Studio with Summer Pool
Ground floor unit, ideal for couples. Ski in-ski out. Blue Mountain village nearby. Complex with tennis courts & outdoor seasonal pool. Modern & chic unit - renovated in 2019. New appliances, barn-wood wall accent, bathroom vanity, furniture. Under 500sq ft with kitchen, Netflix, WIFI, Queen bed, sofa pull out, en-suite bath & jet tub. Your very own sanctuary space. North Creek Rentals HOA.
Popular amenities for Simcoe County condo rentals
Weekly condo rentals

One Bedroom Condo Apartment

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

Serenity Studio Sauna+HotTub+Indoor/OutdoorPool

FH Condo | 1 Bedroom/1 Bath | Innisfil

Beautiful Friday Harbour Resort.

Enjoy your stay at a cozy One bedroom apartment!

Charming 2 Bed/2 Bath at Friday Harbour Resort

FH Harbour Flats 2BR 2BA- Every Day is Friday
Pet-friendly condo rentals

Blue Mountain Escape, WIFI, Base of North lift

Blue Mountain Condo. The perfect staycation!

Explore a Winter Wonderland at Blue Mountain

Nature trail views with cozy patio and firetable!

Base of Blue Mountain, Modern Studio

The Parker Slopeside: Hot Tub + Mountain Views

Designer Condo with beautiful harbour view.

Mountainside Studio w/Kitchen - Beside Blue
Condo rentals with a pool

Lovely 3 Bedroom Condo with Stunning View and Pool

Blue Mountain condo in Historic Snowbridge

Cozy Studio Mountainside stay in Blue Mountains

Out of the Blue | Shuttle to Village & Ski lifts

Highlands Lodge & Loft - Shuttle to the Village

2 Bedroom, 2 Level Condo on Blue Mountain!

Ski in/out @ North Creek W King bed! New Hot Tub

Exceptional 2+1 ground floor condo @Friday Harbour
Destinations to explore
- Family-friendly rentals Simcoe County
- Rentals with breakfast Simcoe County
- Rentals with a washer and dryer Simcoe County
- Smoking-friendly rentals Simcoe County
- Beachfront rentals Simcoe County
- Rentals with a fireplace Simcoe County
- Chalet rentals Simcoe County
- Waterfront rentals Simcoe County
- Villa rentals Simcoe County
- Rentals with beach access Simcoe County
- Cottage rentals Simcoe County
- Fitness-friendly rentals Simcoe County
- House rentals Simcoe County
- Private suite rentals Simcoe County
- Rentals with a kayak Simcoe County
- RV rentals Simcoe County
- Farmstay rentals Simcoe County
- Rentals with a home theater Simcoe County
- Hotel rooms Simcoe County
- Rentals with pools Simcoe County
- Boutique hotels Simcoe County
- Bungalow rentals Simcoe County
- Townhouse rentals Simcoe County
- Guesthouse rentals Simcoe County
- Dome rentals Simcoe County
- Apartment rentals Simcoe County
- Bed and breakfasts Simcoe County
- Rentals with a hot tub Simcoe County
- Ski-in/ski-out rentals Simcoe County
- Rentals with a fire pit Simcoe County
- Tiny house rentals Simcoe County
- Cabin rentals Simcoe County
- Rentals with lake access Simcoe County
- Loft rentals Simcoe County
- Pet-friendly rentals Simcoe County
- Rentals with an EV charger Simcoe County
- Vacation home rentals Simcoe County
- Rentals with outdoor seating Simcoe County
- Luxury rentals Simcoe County
- Rentals with a sauna Simcoe County
- Rentals with a patio Simcoe County
- Condo rentals Ontario
- Condo rentals Canada
- Blue Mountain Village
- Snow Valley Ski Resort
- Mount St. Louis Moonstone
- Wasaga Beach Area
- Lakeridge Ski Resort
- Beaver Valley Ski Club
- Osler Bluff Ski Club
- Devil's Glen Country Club
- Dagmar Ski Resort
- Georgian Bay Islands National Park
- Scandinave Spa Blue Mountain
- Torrance Barrens Dark Sky Conservation Area
- Taboo Muskoka Resort & Golf
- Mono Cliffs Provincial Park
- Casino Rama Resort
- Awenda Provincial Park
- Wye Marsh Wildlife Centre
- Caledon Ski Club LTD
- Balsam Lake Provincial Park
- Burl's Creek Event Grounds
- Bass Lake Provincial Park
- Forks of the Credit Provincial Park
- Sunset Point Park
- Couchiching Beach Park




