Condo vacation rentals in Lake Simcoe

Find and book unique condos on Airbnb

Top-rated condo rentals in Lake Simcoe

Guests agree: these condos are highly rated for location, cleanliness, and more.

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Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 159 reviews

Stylish getaway condo, resort living

Modern, bright, luxurious, fully furnished 2 bedroom condo with balcony overlooking beautiful courtyard, harbour and lake views of Friday Harbour All Seasons Resort. Features activities, golf course, nature preserve & trails, waterfront beach, boating, canoeing, biking & more. King bed, Queen bed, sleeps 4. Smart TV, High Speed WiFi. 1 reserved parking spot and paid per night lot parking, BBQ, In-Suite Laundry NOTE: short stay of 2-3 nights must book full weekends and not break up weekend dates

Guest favorite

Condo in The Blue Mountains

4.93 out of 5 average rating, 270 reviews

Cozy Studio Mountainside stay in Blue Mountains

Fall colours will arrive soon at Blue. Book your getaway now. This cozy STUDIO ground floor condo is perfect for a couple/small family (Max 4). The unit includes: a comfy queen bed and a pop up sofa bed, bathroom with jacuzzi tub, electric fireplace and full kitchen with everything you need. Free parking. Pool and two shared hot tubs are open daily until October. Tennis courts and access to hiking trails. The Blue Village is only a 5 minute drive away with great local restaurants and shops.

Guest favorite

Condo in Innisfil

5 out of 5 average rating, 114 reviews

Fire & Ice Spa w/ Private Sauna!

Welcome to the most unique suite at Friday Harbour Resort! Relax, refresh, unwind and rejuvenate in your very own spa experience which includes large infrared sauna, 3 indoor fireplaces and outdoor fire table. Kiss those winter blues away while you warm up in the most cozy suite, perfect for a romantic getaway. Every stay includes a bottle of bubbly to toast with the one who is most important to you! We know you will enjoy your stay and love the outdoor elements AND the indoor ones too!

Guest favorite

Condo in Innisfil

4.97 out of 5 average rating, 139 reviews

#TheFridayFlat: Winter Wonderland Charming Condo

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!

Guest favorite

Condo in Innisfil

4.87 out of 5 average rating, 183 reviews

Friday Harbour Resort Penthouse Lake Simco

Modern Penthouse with beautiful furniture located in the Friday Harbor Resort with beautiful patio…outside pool in the summer and hot tub year round ..gas barbecues ..seating and dining area with fire place large balcony where smoking is allowed. Beautiful sunset on the right Forest 200acres with beautiful trails Beach area with rental equipment .paddle board .basketball court ..bike rentals… eagle nest golf with the restaurant overlooking golf course Beach club restaurant on the water

Guest favorite

Condo in Innisfil

4.94 out of 5 average rating, 202 reviews

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.

Guest favorite

Condo in Oro

4.95 out of 5 average rating, 111 reviews

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. Golfing, , driving range across the road, hiking & biking trails, treetop trekking, restaurants, groceries- 5 min drive. Enjoy the onsite amenities- indoor/outdoor pool, hot tub, sauna, gym, , BBQ Barrie , Orillia , Wassaga beach are 20 min. drive( beach #3 is PET FRIENDLY)

Guest favorite

Condo in Orillia

4.98 out of 5 average rating, 117 reviews

Luxury 1 Bedroom Apt In The *HEART* Of Orilla

This Incredible unit is the perfect blend of style, luxury & convenience. Filled With all the amenities you look for with the touch of luxury that you would expect in a hotel. Spend your evenings relaxing with a glass of wine on the covered front porch, immersing yourself in the cinematic feel of the 75" TV, or walking through the bustling downtown streets of Orillia on the way to catch the sunset at the waterfront. However you choose to spend your stay, there is much to enjoy! 🤩

Guest favorite

Condo in Oro

4.89 out of 5 average rating, 149 reviews

4-Bed Country Club Haven with Pool, BBQs, and More

Welcome to our one-of-a-kind 4-bed condo country club, an exceptional destination that caters to large families and offers an unforgettable vacation experience. This uniquely structured property features two separate bedroom suites, with Wi-Fi and a range of outstanding amenities, your every need will be catered to. Dive into the ultimate aquatic experience with our heated indoor/outdoor pool, indulge in the benefits of our sauna, and melt away your cares in the inviting hot tub.

Guest favorite

Condo in Innisfil

5 out of 5 average rating, 139 reviews

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." New, this year, the Resort offers passes to Airbnb guests . There are fees for the passes which can be obtained at the 'Welcome Centre'. Please indicate if you would like to purchase passes as an email confirming that you are an Airbnb guest is required.

Guest favorite

Condo in Oro

4.89 out of 5 average rating, 207 reviews

Spacious 1-br w pool & 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!

Guest favorite

Condo in Collingwood

4.94 out of 5 average rating, 650 reviews

Modern & Chic Sanctuary Suite in Collingwood

Unit located by Living Stone Golf Resort, minutes away from downtown Collingwood, and 10 mins from Blue Mountain/Scandinave Spa. Our renovated condo offers modern-chic elegance. Enjoy 625 sq ft of privacy with two bedrooms and one bathroom with tub and shower. There is also a sofa, electric fireplace, Netflix and basic cable, WIFI, en-suite washer-dryer. Outdoor terrace with garden views.