Condo vacation rentals in Pickering

A modern living room is showcased, featuring a large television mounted on the wall and a green armchair beside a window. Two round coffee tables are positioned in front of a gray sofa, decorated with a plant and a snack platter, creating a casual gathering space.

4.92 out of 5 average rating, 254 reviews

Luxury Condo in downtown CN Tower MTCC TIFF

Enjoy this Luxurious Condo with beautiful views and is located in the heart of Downtown Toronto's Entertainment District right across CN Tower. It's minutes away from Tourist Attractions, Toronto's best Restaurants, Bars, Shops, Night clubs and historical theatres. *CNTower / Rogers Centre *Ripley's Aquarium *Entertainment District *Metro Toronto Convention Centre *Harbourfront Centre *Union Station *TIFF Bell Lightbox *St Lawrence Market *Distillery Historic District *Kensington Market

The image displays the CN Tower from different angles, showcasing its height against a sunset and nighttime sky. The left view highlights the tower with the Rogers Centre below, while the right view features the illuminated tower amidst the city lights, emphasizing the vibrant colors at night.

4.95 out of 5 average rating, 615 reviews

Stunning Lake/CN Tower View: 2BR+2BA, Free Parking

Cozy 2 bedrooms + 2 full baths condo in the heart of downtown tourist hotspot; unobstructed CN tower view; 1 free dedicated parking. Perfect for business or vacation stay! WALKING DISTANCE to: • Supermarket & LCBO: 1 min • Scotiabank Arena: 3 min • Union Station: 3 min • Convention Center: 3 min • Ripley's Aquarium: 3 min • UPX Train: 5 min • Harborfront: 5 min • CN Tower: 5 min • Rogers Center: 7 min • Roy Thompson Hall: 9 min • Royal Alexander Theater: 12 min • St. Lawrence's Market: 18 min

A panoramic view captures the CN Tower prominently against a clear blue sky. The reflective surfaces of nearby buildings glisten, while the shoreline of Lake Ontario merges with the cityscape. The Rogers Centre stands out with its distinctive domed structure in the foreground.

4.88 out of 5 average rating, 142 reviews

Chic High Rise Urban Retreat with CN Tower View

Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

5 out of 5 average rating, 130 reviews

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Yorkdale

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

A modern kitchen area features stainless steel appliances and sleek cabinetry, complemented by a glass dining table with two chairs. Wooden flooring adds warmth to the space, while a glass partition allows views of the adjoining bedroom.

4.92 out of 5 average rating, 276 reviews

Luxury Downtown Waterfront Condo + Free Parking

Luxury 1BR downtown condo, steps to Scotiabank Arena, Rogers Centre & Harbourfront. Ideal for business trips, couples & Toronto getaways. Located in Toronto’s Entertainment & Financial District, this modern waterfront condo puts you near top attractions, transit, restaurants, and nightlife. Enjoy 5-star building amenities, a spotless, well-designed space, and a comfortable hotel-style stay. Perfect for business travelers, couples, and tourists looking for a central downtown Toronto stay.

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 104 reviews

Beautiful Lake View Studio Condo + 1 free Parking

Experience Toronto from the clouds! This modern 25h-floor studio offers an unobstructed, breathtaking lake view. Steps from BMO Field—perfect for FIFA World Cup 2026 fans this summer! Stay connected with Gigabit Wi-Fi, 4K Roku TV, and a full kitchen. FREE heated underground parking included! Minutes to Budweiser Stage, CN Tower, and Liberty Village. Access luxury building perks: gym, pool, and sauna. Authorized legal rental, professionally cleaned, and whisper-quiet. Book your stay!

A stylish living space features an eye-catching geometric wallpaper, complemented by a contemporary wooden sideboard and a gray sectional sofa. A small round table and a two-person bar table are positioned near large windows that offer expansive city views.

4.93 out of 5 average rating, 203 reviews

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)

Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

A modern living area features a stylish black sofa and a glass coffee table, complemented by a round dining table with four wooden chairs. Large windows allow ample natural light, enhancing the clean lines of the space. A decorative mirror adds depth to the room.

4.85 out of 5 average rating, 130 reviews

Trendy & Cozy 1BD Condo in the Heart of Toronto

Enjoy a trendy and cozy experience at this centrally located condo. This 1 bedroom, 1 bathroom unit is located in the heart of the city within walking distance to many of Toronto's most popular restaurants, bars and tourist destinations. Steps away from King street, The Well and walking distance from the CN Tower, Rogers Centre, Ripley' s Aquarium and much more. The unit is equipped with high speed Wi-Fi with unlimited internet. You can also enjoy the gym and studio room.

4.86 out of 5 average rating, 136 reviews

A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.

Condo in North Toronto

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

1，Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2，With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3，Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

A glass table is positioned near large windows, offering an unobstructed view of the city skyline. Two modern chairs are placed around the table, with a small potted plant and a decorative item enhancing the scene. The background features tall buildings and hints of greenery.

4.89 out of 5 average rating, 173 reviews

Steps to Four Seasons Hotel Yorkville Condo

Unobstructed panoramic view in the heart of upscale Yorkville. Minute walk to Bay subway station, Whole Foods, ROM and U of T and high-end restaurants. Easy parking @ 74 Yorkville for $20 (daytime). Around the corner from Toronto's main luxury shopping hub, Yonge + Bloor. *Upscale neighborhood *Highspeed WIFI *Walk score of 96 *Transit score of 93 *Bike score of 98 (rentable Bixi bikes nearby) *Fully equipped kitchen *Full-sized washer/dryer *Gym in building

A modern living space features a dark sectional sofa with decorative cushions, complemented by a glass coffee table. A dining area with four chairs is visible, along with an open kitchen showcasing sleek cabinets and new appliances. Floor-to-ceiling windows provide expansive city views.

4.82 out of 5 average rating, 104 reviews

Luxury Condo with City Views 16 mins to Airport

This 21st-floor one-bedroom condo offers stunning city views, renovated flooring throughout the apartment, and a premium Endy mattress for restful sleep. Ideal for business travelers or couples, the suite sleeps up to 4 guests with a King bed and sofa bed. Enjoy easy access to downtown’s top restaurants, coffee shops, galleries, and major attractions—all within walking distance. Unwind on the private balcony with skyline views. Book your stay today!

The kitchen features modern cabinetry and stainless steel appliances, including a refrigerator and oven. A large countertop with a marbled finish provides ample space for meal preparation, complemented by two red bar stools for seating.

4.96 out of 5 average rating, 217 reviews

Modern condo steps from City Gems (free parking)

This condo is a newly renovated and very spacious (800 sq.f). It comfortably accommodates up to 2-3 guests. It has 2 full bathrooms. Condo is located in the heart of downtown Toronto and in the middle of the Entertainment District. Situated within walking distance to the CN Tower, Ripley’s Aquarium, TIFF tower, Roy Thomson Hall, Financial District, China Town, Queen West, and Toronto’s vibrant nightlife. Within walking distance to the subway.

Popular amenities for Pickering condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

Condo in Scarborough City Centre

4.92 out of 5 average rating, 51 reviews

Luxury High Rise Living Parking, Gym, Pool, View

4.91 out of 5 average rating, 79 reviews

Yorkville, ROM, Upscale Restaurants & Shopping

Superhost

Condo in Toronto

4.76 out of 5 average rating, 34 reviews

“Modern 3BR Condo w/ Free Parking | 1 Min to 401”

5 out of 5 average rating, 10 reviews

Condo in Mississauga

Sky-High 2BR/2BA Condo | Best City Views+Parking

This open living space features a large window allowing natural light to flow in, complemented by a spacious bed with a patterned bedspread. A television is positioned on a wooden stand, while a cozy gray sofa and a decorative coffee table add to the inviting atmosphere.

4.75 out of 5 average rating, 159 reviews

Clean & Comfortable Studio Downtown Toronto

4.88 out of 5 average rating, 49 reviews

A modern kitchen area is equipped with stainless steel appliances, including a refrigerator and an oven. A compact dining table is positioned next to the sleek couch in the living area, which is well-lit by natural light coming through the large window.

Condo in Bowmanville

Charming Bowmanville Getaway | Quiet & Comfy

5 out of 5 average rating, 9 reviews

Condo in Toronto

Toronto Skyline view | Walk Everywhere

4.98 out of 5 average rating, 41 reviews

Condo in North Toronto

1Bd+ Den Cozying Apartment in Midtown Toronto

Pet-friendly condo rentals

A bright and modern kitchen is showcased with ample natural light streaming through large windows. The space includes sleek cabinetry, a central island with seating, and stainless-steel appliances. A kettle rests on the counter, enhancing the kitchen's functionality and inviting atmosphere.

4.83 out of 5 average rating, 271 reviews

Luxury and Spacious 1BR + Den - Financial District

4.9 out of 5 average rating, 135 reviews

Condo in Mississauga

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

A cozy living area features a light-filled space with a large, neutral-colored sofa adorned with patterned cushions. Two accent chairs with geometric patterns complement a white coffee table, while a dining table is visible in the background near a modern kitchen area.

4.93 out of 5 average rating, 177 reviews

Beautiful suite in Downtown Toronto

A dining area is showcased with a wooden table surrounded by four chairs. A dark sofa with decorative pillows is positioned against the wall, adjacent to a gallery of framed artwork. A floor lamp and a potted plant add to the decor. Floor-to-ceiling windows provide natural light.

4.83 out of 5 average rating, 168 reviews

Modern Eclectic Condo in King West Area

Superhost

A bright studio suite is presented, featuring a spacious bed with neutral bedding. A small dining table with two white chairs is positioned beside a large window, offering views of the cityscape. A television is mounted on a simple stand in the corner.

4.85 out of 5 average rating, 230 reviews

Stylish Yorkville Studio: Near U of T & ROM

A bright bedroom features a spacious bed adorned with plush pillows in pink stripes. Large windows provide stunning views of the cityscape, while dark curtains offer options for privacy and light control.

4.99 out of 5 average rating, 196 reviews

Admire City Views from Bed at this Chic Apartment

4.9 out of 5 average rating, 144 reviews

An open concept studio features a wall-mounted Murphy bed, ample storage space in white cabinetry, and a kitchenette equipped with modern appliances. A small dining table with two stools is positioned near the kitchenette, while a comfortable sofa is positioned along the wall.

Condo in The Beaches

The Beaches pied-á-terre (Woodbine Beach)

4.92 out of 5 average rating, 119 reviews

A modern living room features large windows allowing natural light to fill the space. A comfortable sofa is adorned with yellow cushions, complemented by a glass coffee table at its center. A decorative sculpture sits atop the table, while potted plants add a touch of greenery.

Condo in Old Town

3 Bed Downtown Toronto CN Tower Financial District

Condo rentals with a pool

The bedroom features a spacious bed dressed in a mix of striped and patterned linens, complemented by matching nightstands on either side. A floral artwork adorns the wall above, and modern bedside lamps provide soft lighting, enhancing the calm ambience.

4.97 out of 5 average rating, 348 reviews

Beautiful Condo + CN Tower View + Free Parking

4.91 out of 5 average rating, 129 reviews

The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.

Condo in Unionville

Downtown Markham Unionville

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 145 reviews

Waterfront Condo Pool/Hot Tub/Free Parking/BMO Field

Condo in Humber Bay Shores

A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.

4.93 out of 5 average rating, 198 reviews

Hidden gem in Humber bay shores Toronto w/ parking

A light-colored sofa is positioned in the foreground, adorned with plush, textured pillows. The modern kitchen in the background features white cabinetry, stainless steel appliances, and a central island topped with decorative items, creating a fresh and inviting space.

4.87 out of 5 average rating, 148 reviews

Luxury Condo with FreeParking. CN Tower Lake View

A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.

4.98 out of 5 average rating, 212 reviews

Stylish Condo | Walk to BMO Field + Free Parking

4.92 out of 5 average rating, 180 reviews

A comfortable living area features a sofa adorned with decorative cushions and two accent chairs. A cozy area rug with geometric patterns lies beneath, while a dining bar with seating for four is visible in the open-concept kitchen, complemented by stainless steel appliances.

Condo in North Toronto

Large & Bright 2BR+Den in Midtown w/ Free Parking

A modern living area features a sleek kitchen with red accents and stainless steel appliances. A blue couch with decorative pillows is positioned near a glass coffee table, creating a comfortable seating area. Natural light floods the space through large windows that offer views of the outdoors.