
Condo holiday rentals in Simcoe County
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Top-rated condo rentals in Simcoe County
Guests agree: These condos are highly rated for location, cleanliness and more.

Resort Condo (2 suites) near Horseshoe Valley
Enjoy a stylish experience in this spacious and serene space at Carriage Country Club Resort. A completely equipped designer condo with 2 suites for families looking for perfect vacation. Enjoy a peaceful night in your private Jacuzzi , prepare your own meal in the fully equipped kitchen. Few minutes drive to Horseshoe Valley Resort, and walkable to Vettä Nordic Spa. For Mount St. Louis Moonstone, only about 15 minutes drive away. Our heated indoor/outdoor swiming pool, available year-round.

Luxury Beach Spa w/ Hot Tub-Private Sauna-Fire Pit
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!

2 Bedroom Condo at Friday Harbour Resort
Luxury 2 bedroom 2 bathroom condo at the gorgeous Friday Harbour Resort on Lake Simcoe. Fully furnished and includes everything you need for a comfortable stay, including fully equipped kitchen, linens, bedding, towels, shampoo and conditioner, laundry, toilet paper, utensils, pots and pans, dishes, etc. Quiet building on the 2nd floor with a main view of the terrace gardens and slight view of the marina. Please visit the Friday Harbour website for information about the resort and amenities.

Exceptional 2+1 ground floor condo @Friday Harbour
Enjoy early check in and extra late check out in an exceptional 2+1 condo on the ground floor of the desired Aquarius building at Friday Harbour resort. Professionally designed for comfort and style. Aquarius building offers an outdoor pool, BBQ and sitting area. Friday Harbour is an all-season resort, 1 hour north of Toronto, that offers fine dining, LCBO, Starbucks and grocery store within walking distance. Enjoy seasonal activities & events all year round, water sports, live music & more!

Designer Condo with beautiful harbour view.
Unique top floor. Rare views where every room overlooks the harbour. Professionally designed with new stylish furnishings. Ideal for those who like a little sophistication while spending time at the lake. Enjoy going out to eat every night or make a meal and curl up and relax in the beautiful living room, or a combination of both! Friday Harbour is a resort with beautiful walking trails, cafes, and restaurants, and a perfect get-away that celebrates the seasons with exiting activities.

Stunning 1BR w Pool ~ Free Parking & Self Check-In
Embark on a journey of unparalleled luxury as you discover our exquisite suite, crafted to offer an escape that transcends the ordinary and leaves you refreshed. Experience opulent design, a full bedroom, a spacious living area with TV, high-speed WiFi, fully stocked kitchen, and a stunning balcony . Enjoy the breeze by the sun, and BBQ on our new electric grill. Access our outdoor pool and hot tub, no fees or reservations required. Additional fees may apply for 30 nights and more.

Lovely 3 Bedroom Condo with Stunning View and Pool
Beautifully Newly Renovated Condo Located in Rivergrass on Fairway Crt, which is in the heart of Blue Mountain and Steps to the Village! Condo features 3 bedrooms(One king, two Queen and Two Twin beds with trundle pullouts), 2 full baths, kitchen, washer/dryer, living room, and dining room. Outdoor Pool (Open from June 1 to Sept 20) and Hot Tub(All Year). Short walk or take the shuttle bus to the village. Our cleaners are extensively disinfecting and sanitizing between each booking.

Newly renovated 1 bedroom condo with free parking
Enjoy staying in this stylish and cozy, newly renovated condo. Situated close to the many amenities Barrie and surrounding area has to offer! Enjoy parks, hit the trails, ski hills or head to the beach within minutes Easy access to the 400, Close to shopping, spas, many restaurants and the beautiful downtown waterfront area. Location will not disappoint. Main level with a walk out patio and fireplace. Equipped with a smart tv and Netflix for those cozy nights in.

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom
Welcome to our cozy, modern condo in Horseshoe Valley — the perfect destination for families and groups of friends seeking adventure, relaxation, and unforgettable memories. Just a 2-hour drive from Toronto, our condo offers a prime location to experience it all. Whether you're hitting the slopes, unwinding at the Nordic spa, or exploring the outdoors with mountain biking, golf and tree-top trekking, you'll find everything you need for a perfect getaway.

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue
SHUTTLE, HOT TUB & SEASONAL POOL 360 degree views! We are a 3-5 minute walk to the Village with stunning views of the golf course and mountain! Perfect place to relax on the balcony or couch after a busy day of soaking up all Blue has to offer! ★Self-Check In ★Equipped kitchen, towels & linens ★ SMART TV, WIFI & CABLE ★ High chair, PackNPlay ★ Resort hot tub with indoor changeroom and washrooms ★ Pool open for the summer season!

Stunning Mountain View- Pool, Hot Tub, WalkToBlue
SHUTTLE, HOT TUB, SEASONAL POOL 5-7 minute walk to the Blue Mountain Village. This cozy 2 bedroom condo gives you immediate access to the action or a quiet place to relax by the fireplace while looking out at the mountain views. ★ SMART TVs in living room (WIFI and Cable) and bedrooms (WIFI) ★ Family Ready! Booster seat and pack n play! ★ Resort hot tub with indoor changeroom and washrooms ★ Pool open for the summer season!

JillBilly 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!
Popular amenities for Simcoe County condo rentals
Weekly condo rentals

The Friday Flat | Sunny Escape by the Marina

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Cozy & Charming Retreat at Blue Mountain

Bohemian Luxury at Friday Harbour Resort Simcoe

Resort Condo in Friday Harbour

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

Lovely king size room with kitchenette

Beautifully Furnished New Condo at Friday Harbour
Pet-friendly condo rentals

Romantic Country Getaway

Modern Studio, close to Village

The Parker Slopeside: Pool, Hot Tub, Tennis, Views

Stylish & Spacious 2 Bdrm/2 bths/2 balc Condo Loft

2BR Horseshoe Condo · Pool · Pet‑Friendly

Elegant 2Suite Condo,Jacuzzi,pool,Horseshoe valley

Ground Floor w/ Large Terrance @ Friday Harbour

Nature trail views with cozy patio and firetable!
Condo rentals with a pool

Blue Mountain Studio with King Bed

The Blue Mountain's Dream Escape | Pool | Hot Tub

Hip Hideaway | Winter Cozy, Walk to Blue Mtn

Cozy Studio Mountainside stay in Blue Mountains

Golf, Spa & Spring Vibes Getaway at Friday Harbour

Blue Mountain Escape, WIFI, Base of North lift

Friday Harbour Luxury Condo Escape, Sleeps 4

Rustic Chic Renovated 2Bd Condo by Village
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- Blue Mountain Village
- Snow Valley Ski Resort
- Wasaga Beach Area
- Mount St. Louis Moonstone
- Beaver Valley Ski Club
- Torrance Barrens Dark Sky Conservation Area
- Lakeridge Ski Resort
- Osler Bluff Ski Club
- Vaughan Mills
- Awenda Provincial Park
- Devil's Glen Country Club
- Dagmar Ski Resort
- Scandinave Spa Blue Mountain
- Burl's Creek Event Grounds
- Kee To Bala
- Casino Rama Resort
- Taboo Muskoka Resort & Golf
- Georgian Bay Islands National Park
- Wye Marsh Wildlife Centre
- Centennial Beach
- Bass Lake Provincial Park
- Mono Cliffs Provincial Park
- Sibbald Point Provincial Park
- Balsam Lake Provincial Park





