We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

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.

0 of 0 items showing

1 of 3 pages

A modern living area is showcased, featuring a spacious lounge with a stylish sectional couch, accent chairs, and a flat-screen TV. A dining table with white chairs is positioned alongside a sleek kitchen island, illuminated by pendant lights, with natural light coming through large windows.

Condo in Barrie

4.94 out of 5 average rating, 139 reviews

Bright MCM 2 Bedroom Walk Up with Private Deck/BBQ

Your family will be close to everything when you stay with us. Suite is close to RVH hospital (3.5 km) a walk to downtown Barrie restaurants, shopping, craft brewery and amazing waterfront/ beach. 2 min. to Hwy 400 - Central to local ski resorts (Horseshoe Resort, Mount St. Louis Moonstone, Snow Valley) and golf courses. Newly updated with midcentury modern vibe, kitchen is fully equipped with soapstone counter, undermount sink, dishwasher and fridge with ice-maker. Private outdoor space/BBQ

Top guest favorite

A glass table is set on a balcony, featuring an ice bucket holding a bottle of sparkling wine, accompanied by two elegant glasses. Soft string lights provide gentle illumination, enhancing the cozy atmosphere. A potted plant adds a touch of greenery.

Condo in Innisfil

5 out of 5 average rating, 167 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!

A cozy family room features a spacious gray sectional sofa and a wooden coffee table. Light-colored walls and a patterned rug create a welcoming atmosphere. In the background, a kitchen area is visible, equipped with modern appliances and seating for two.

Condo in The Blue Mountains

4.93 out of 5 average rating, 305 reviews

Cozy Studio Mountainside stay in Blue Mountains

Enjoy Fall or Winter in the Blue Mountains. 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. Hot tub is open daily. Access to the North side of Blue from our condo. Blue Mountain Village is only a 5 minute drive away (20 min walk) with great local restaurants and shops.

A serene bedroom features a dark headboard positioned against light gray walls. Three botanical prints hang above a cozy bed with soft blue bedding. On either side, glass lamps provide gentle illumination, and a potted plant adds a touch of greenery near the window.

Condo in Innisfil

4.92 out of 5 average rating, 186 reviews

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

The open-concept living area features two comfortable sofas with decorative cushions. A dining table is set for six nearby, while kitchen access is visible in the background. Natural light enters from large windows, with wooden accents enhancing the space.

Condo in The Blue Mountains

4.87 out of 5 average rating, 142 reviews

Out of the Blue - Shuttle to Blue, Walk & Trails!

Out of the Blue is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you will find the ski hills, restaurants, shops, and more. The community offers a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and scenic walking trails with views of Blue Mountain for guests to enjoy during their stay.

Top guest favorite

A spacious open-concept living area is highlighted, featuring a large dining table set for meals. The kitchen is equipped with modern appliances and black cabinetry. Natural light enters through multiple windows, enhancing the inviting atmosphere of the space.

Condo in The Blue Mountains

4.98 out of 5 average rating, 173 reviews

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.

The open concept living area features a modern sofa and armchair arranged around a glass coffee table. A gas fireplace is centered on the wall beneath a mounted TV. Light streams through large windows, illuminating the space.

Condo in The Blue Mountains

4.89 out of 5 average rating, 263 reviews

Hidden Haven - Shuttle to Blue / Private Patio

Hidden Haven is located in the peaceful Historic Snowbridge community. Snowbridge is just a 2-minute drive, a 20-minute walk, or a quick shuttle ride from the heart of Blue Mountain Village, where you will find the ski hills, restaurants, shops, and more. The community offers a complimentary shuttle service to Blue Mountain Village, an outdoor swimming pool available during the summer months, and scenic walking trails with views of Blue Mountain for guests to enjoy during their stay.

An open-concept kitchen features sleek white cabinetry and a black granite island with three modern bar stools. Natural light fills the space through large glass doors, which lead to a balcony. A minimalistic design with potted plants enhances the welcoming atmosphere.

Condo in Innisfil

4.87 out of 5 average rating, 165 reviews

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!

A spacious bed is centered in the room, adorned with a decorative throw pillow. Nightstands are positioned on either side, each featuring a lamp that casts a soft glow. Framed artwork enhances the wall above the bed, contributing to a calming atmosphere.

4.73 out of 5 average rating, 294 reviews

Cozy Deluxe Studio 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!

An open concept living area features a spacious gray sofa and a sleek coffee table. Large windows allow natural light and offer views of greenery outside. A mounted TV is positioned above a modern fireplace, with two high-backed chairs at a nearby counter for additional seating.

Condo in The Blue Mountains

4.86 out of 5 average rating, 236 reviews

Sweet Retreat - Shuttle, Pool, Hot Tub, Patio

Discover Sweet Retreat, a charming condo nestled in the heart of The Blue Mountains, offering access to both the ski slopes and scenic hiking trails. This cozy retreat, located in North Creek Resort, provides the perfect blend of adventure and relaxation. Enjoy convenient amenities like a free shuttle to Blue Mountain Village, a refreshing outdoor pool (seasonal), a year-round hot tub, and tennis courts. With its prime location and inviting atmosphere.

A modern bedroom features a spacious bed adorned with multiple decorative pillows. Flanking the bed are two nightstands, each equipped with a stylish lamp. Above the bed, a decorative wall piece adds visual interest. Large windows allow natural light to enhance the space.

Condo in Innisfil

4.79 out of 5 average rating, 123 reviews

Friday Harbor Resort Getaway

Brand new, modern, bright, luxurious, fully furnished 1 bedroom condo with a large, patio-like balcony located in the beautiful Friday Harbour All Seasons Resort. Your perfect getaway features activities, golf course, nature preserve & trails, waterfront beach, boating, restaurants, and more. Queen bed, sofa bed, One Smart TVs, High Speed WiFi. Relax on furnished balcony overlooking private pool. 1 Free Parking Spot, Electric BBQ, In-Suite Laundry.

A modern living area is presented, featuring a pull-out couch draped with a light gray blanket. A glass-top coffee table is centered on a striped rug. Adjacent, a sleek entertainment unit is visible with a large television. Natural light is filtered through sheer curtains.

Condo in Innisfil

4.88 out of 5 average rating, 304 reviews

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.

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Bungalows

Intimate homes. inviting architecture

Cabins

Kick off your hiking boots at these rustic lodgings

Popular amenities for Simcoe County condo rentals

Free parking on premises

Air conditioning

Weekly condo rentals

The marina at twilight features calm waters reflecting the vibrant colors of the sunset. Multiple boats are docked along the well-lit marina, with modern buildings lining the shore, creating a serene and inviting atmosphere.

Condo in Innisfil

4.94 out of 5 average rating, 86 reviews

Luxury Getaway @ Friday Harbour Condo at Marina

Top guest favorite

A bright and airy living area showcases a plush white sectional sofa, paired with a modern light fixture above. Large windows invite natural light, while a sleek kitchen with bar seating is visible in the background. The backyard patio is furnished for outdoor gatherings.

Condo in Innisfil

5 out of 5 average rating, 47 reviews

Friday Harbour Ground Floor w/ Large Terrance

A modern building features multiple stories with large glass windows and a mix of brick and stone exteriors. Balconies are visible on upper floors, and green spaces can be seen around the property. The surrounding area includes paved pathways and a parking lot.

Condo in Barrie

4.77 out of 5 average rating, 13 reviews

One Bedroom Condo Apartment

Condo in Innisfil

4.91 out of 5 average rating, 55 reviews

Nature trail views with cozy patio and firetable!

Top guest favorite

The living area features a light-colored sofa paired with a stylish armchair, placed on a neutral-toned area rug. Large glass doors provide access to the private patio, allowing natural light to fill the space. An elegant coffee table is centered in the area, complemented by modern decor.

Condo in Innisfil

4.95 out of 5 average rating, 66 reviews

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

Top guest favorite

A cozy living area features a spacious sectional sofa adorned with soft pillows, complemented by a minimalist coffee table. Natural elements are highlighted by an accent wall showcasing a scenic forest mural. The nearby sleeping area includes a neatly made bed with fresh linens.

Condo in Shanty Bay

4.98 out of 5 average rating, 58 reviews

Wildwood HotTub+Indoor/Outdoor Pool+Sauna+GameRoom

A modern living area features a comfortable sofa accompanied by decorative cushions. A round coffee table sits at the center, complemented by a potted plant. A flat-screen TV is mounted on the wall, while a dining space with bar stools is visible next to a sleek kitchen.

Condo in Innisfil

4.85 out of 5 average rating, 26 reviews

Beautiful Friday Harbour Resort.

A waterfront view captures a contemporary neighborhood featuring multiple modern buildings with diverse architectural styles. Retail spaces are positioned along the promenade, complemented by landscaped seating areas and pathways adjacent to the calm water, enhancing the community's inviting atmosphere.

Condo in Innisfil

4.69 out of 5 average rating, 211 reviews

RENT at FRIDAy HARBOUr RESORt 375 Sea Ray Ave #323

Pet-friendly condo rentals

Top guest favorite

Condo in Innisfil

4.98 out of 5 average rating, 56 reviews

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

A spacious living area features a dark leather sofa complemented by blue accent pillows. A wooden coffee table holds magazines, while a decorative rug covers the floor. The open layout connects to a modern kitchen with white cabinetry, bar seating, and large windows allowing natural light.

Condo in The Blue Mountains

4.92 out of 5 average rating, 157 reviews

Large 3BR Modern Luxury Escape | Walk to Blue

A comfortable sofa with plush cushions is positioned in front of a small black table. Nearby, a spacious bed is visible, framed by soft lighting and a bedside lamp. Neutral-colored throw pillows add subtle color to the seating area.

Condo in The Blue Mountains

4.83 out of 5 average rating, 310 reviews

Blue Mountain Condo. The perfect staycation!

Condo in The Blue Mountains

4.89 out of 5 average rating, 471 reviews

Fall into Wonder at Blue Mountain

Condo in The Blue Mountains

4.9 out of 5 average rating, 102 reviews

The Parker Slopeside: Hot Tub + Mountain Views

The living area features a sleek wall-mounted television above a modern fireplace, paired with a wooden mantel. Comfortable seating includes a tan armchair and a gray upholstered chair. A black coffee table sits at the center, surrounded by natural light from large windows with white blinds.

Condo in The Blue Mountains

4.86 out of 5 average rating, 458 reviews

Base of Blue Mountain, Modern Studio

Condo in Innisfil

4.93 out of 5 average rating, 230 reviews

Designer Condo with beautiful harbour view.

4.88 out of 5 average rating, 187 reviews

Private 2BR Condo | 4 Beds+Pool+Resort

Condo rentals with a pool

An outdoor swimming pool is surrounded by a wooden deck and clear blue skies. The calm water reflects the greenery from nearby trees. A shaded area with colorful umbrellas provides seating for relaxation, while a fence ensures privacy and safety around the pool area.

Condo in The Blue Mountains

4.81 out of 5 average rating, 205 reviews

Mountainside Escape at Blue - Outdoor Pool

Top guest favorite

Condo in The Blue Mountains

4.93 out of 5 average rating, 554 reviews

*Blue Mountain Village* Pool, Hot Tub, WalkToBlue

Top guest favorite

Condo in The Blue Mountains

4.95 out of 5 average rating, 904 reviews

Stunning Mountain View- Pool, Hot Tub, WalkToBlue

Top guest favorite

A bright living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central coffee table, with a modern fireplace and a wall-mounted TV providing amenities. Soft, neutral tones dominate the décor, creating a relaxed atmosphere.

Condo in The Blue Mountains

4.97 out of 5 average rating, 107 reviews

3 Peaks at Blue Mountains, your luxury staycation!

Condo in The Blue Mountains

4.91 out of 5 average rating, 128 reviews

The Highlands - Patio, Trails & Shuttle to Blue

Condo in The Blue Mountains

4.94 out of 5 average rating, 320 reviews

Cozy & Charming Retreat at Blue Mountain

Two blue Adirondack chairs are positioned on a grassy area, facing a serene body of water. In the distance, modern waterfront buildings and docks are visible under a partly cloudy sky, creating a tranquil setting.

Condo in Innisfil

4.88 out of 5 average rating, 32 reviews

Sunsets by the Lake at 2BR 2BA Condo in Innisfil

An outdoor swimming pool is framed by a stone patio and surrounded by trees. The pool features clear blue water and a shallow entry. A nearby building is visible in the background, while poolside lounge chairs and a nearby fence outline the area.

Condo in The Blue Mountains

4.83 out of 5 average rating, 416 reviews

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

Destinations to explore