Condo holiday rentals in Pickering

4.98 out of 5 average rating, 217 reviews

Stylish Downtown Toronto Condo + Free Parking

Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!

4.94 out of 5 average rating, 105 reviews

A modern living area features a deep blue accent wall with geometric designs. A comfortable brown sofa faces a sleek coffee table, complemented by a nearby dining set. Large windows provide a bright view of the outdoors, allowing ample natural light to enter the space.

Condo in Scarborough

Spacious Luxury Condo w. Free Parking in Toronto!

Welcome To Tranquility in Toronto! A Sun-Filled Home with an Amazing View nestled beside a Toronto Golf Course! Walking distance to Walmart, grocery stores, Shoppers Drug Mart, LCBO/Beer Store and many restaurants. Highway and public transit within proximity to get you anywhere you need in the city! 55 inch TV in living room, along with 42 inch TV in the bedroom - both chromecast ready for all your favorite shows! Highspeed fibre optic internet also available for the duration of your stay!

5 out of 5 average rating, 144 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

The living area features a black leather sofa with decorative cushions, accompanied by a natural wood coffee table and a black chair. Two lamps provide soft lighting, and large windows offer expansive views of the downtown skyline.

4.89 out of 5 average rating, 279 reviews

Designer sky-high condo w skyline view (pool/gym!)

Amazing light-filled 1-bedroom condo overlooking the centre core of downtown Toronto. Huge windows give you spectacular views of the Rogers Centre, the CN Tower, the Steamwhistle Roundhouse, and the Metro Toronto Convention Centre. Located just steps from the Scotiabank Centre, Rogers Centre, Ripley's Aquarium, and all downtown restaurants and attractions; minutes to walk to any building in the financial core and right at the waterfront. Steps away from Union Station for quick metro access.

Condo in Davisville Village

A comfortable living area features a spacious sectional couch adorned with orange and white cushions. A dark coffee table is positioned in front, displaying a few decorative items, while a large television is mounted on the wall. Natural light floods through the glass doors leading to the terrace.

4.98 out of 5 average rating, 124 reviews

Luxury Toronto Condo with Private Terrace & BBQ

Our 2 bed 2 bath condo is located in the heart of midtown Toronto in the Yonge & Eglinton area. The condo is steps away from Eglinton subway station and within walking distance to several shops and restaurants. There is a Loblaws and LCBO located on the main floor of the building. The condo has 24 hour security, underground paid visitor parking, and plenty of street parking nearby. The suite is fully equipped with everything you need and includes a private 300 sq.ft terrace with a BBQ!

4.88 out of 5 average rating, 43 reviews

A modern living area features a sleek kitchen equipped with stainless steel appliances, including a microwave and oven. A comfortable sofa is positioned beside a large window, offering natural light. A breakfast bar with stools enhances the inviting space, which includes a neutral-toned area rug.

Condo in Unionville

Modern Downtown Unionville Stay

Cozy 1+Den Condo in Downtown Unionville Stay in our modern condo with 11-foot ceilings, two beds, a fully equipped kitchen, and a 4K TV. Enjoy access to the building’s pool and gym for your convenience. Located just 5 minutes from Unionville GO, 30 minutes to downtown Toronto or Pearson Airport, and close to the Markham Pan Am Centre. With restaurants, gyms, and VIP theaters nearby, it’s the perfect base for work or leisure. Book your stay today to experience the best of Unionville!

4.76 out of 5 average rating, 49 reviews

Condo in Scarborough

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

Welcome to your home away from home! Enjoy this fully independent, beautifully maintained 3-bedroom condo located just 1 minute from Scarborough Town Centre and right off Highway 401 — perfect for families, business travelers, and vacation guests. 🏡 The Space ✔️ Entire private apartment ✔️ 3 spacious bedrooms with comfortable beds ✔️ Bright living & dining area ✔️ Fully equipped kitchen ✔️ Clean, modern bathrooms ✔️ High-speed WiFi ✔️ Smart TV ✔️ In-unit laundry ✔️ Free parking

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, 105 reviews

Fort York- Lake View Studio Condo + Indoor Parking

25th-Floor Lake Views | Free Parking | Steps to BMO Field Experience Toronto from the clouds! This modern, whisper-quiet studio offers breathtaking, unobstructed lake views. Perfect for FIFA World Cup 2026 fans this summer—walk to matches and Liberty Village, or head minutes down to the CN Tower. *Free heated underground parking *Gigabit Wi-Fi & 4K Roku TV *Full kitchen, gym, pool & sauna *Authorized legal rental, professionally cleaned, and ready for you. Book your stay!

The open-concept kitchen and living area features a large island with two bar stools, modern appliances, and sleek cabinetry. A cozy couch is positioned nearby, and a spacious sleeping area with a bed can be seen in the background, offering a minimalist and functional layout.

4.97 out of 5 average rating, 105 reviews

Studio Gem in the lovely Waterfront Communities

Make the most out of your city life at our sleek studio apartment nestled in the Waterfront Communities - The Island neighborhood in Toronto! This modern oasis boasts lovely urban views, minimalist design, and all the comforts you need for a memorable stay. Perfect for solo travelers or couples, and just steps away from the city's top attractions, including St. Lawrence Market and the iconic Eaton Centre, ensuring your shopping pleasures are right at your doorstep.

5 out of 5 average rating, 17 reviews

Condo in Scarborough

Scarborough | Parking | HWY401 access | Zoo & UofT

BEST VALUE near FIFA WORLD CUP 2026! Quiet Scarborough retreat. Short GO Train ride to downtown matches 🏆 ✅ 10 min to Toronto Zoo ✅ Steps to Rouge National Urban Park trails ✅ Near Port Union waterfront & Scarborough Bluffs ✅ 5 min to U of T Scarborough & Centennial College ✅ Quick drive to golf courses & Pan Am Sports Centre ✅ Highway 401 access — 15 min to Scarborough Town Centre Free parking included. Full kitchen, Wi-Fi, Smart TV, in-suite laundry.

A modern living space features a light-colored sofa adorned with decorative pillows. A coffee table with various items sits in front of a wall-mounted television. Large windows allow natural light to fill the area, showcasing views of the city beyond.

4.92 out of 5 average rating, 144 reviews

Luxury Entire Condo At Downtown+parking

Escape to luxury in our 1-bedroom Toronto haven! Enjoy just 5 minute walk to CN Tower and Roger center and 5 minutes ride from billy bishop airport Nestled in a prime Downtown Toronto area, our home boasts luxury furnishings for our guests. Perfect place for your events . Enjoy the seamless blend of comfort and convenience with easy access to highways and the subway and street cars. Unwind in the expansive, Spectacular Views, Comfort and Entertainment.

A balcony view showcases the Toronto skyline, featuring the CN Tower amidst a backdrop of modern skyscrapers. The glass railing adds to the open feel, while a pair of woven chairs offers a comfortable seating area to enjoy the cityscape.

4.95 out of 5 average rating, 142 reviews

Downtown Toronto Penthouse (CN Tower View)

Experience the heart of Downtown Toronto! This modern penthouse features stunning city views and floor-to-ceiling windows filled with natural light. Steps from top restaurants, nightlife, and transit, it’s the perfect base for business or leisure. Paid parking is available next door. A building form with ID, email, and phone number must be completed before check-in.

Popular amenities for Pickering condo rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly condo rentals

4.96 out of 5 average rating, 79 reviews

A stylish living area features a gray sectional sofa paired with decorative pillows. A circular side table holds a small plant and a tray. The wall is adorned with a flat-screen TV, and light-colored wood flooring complements the soft gray walls, enhancing the modern decor.

Condo in Toronto

Unique townhouse studio

4.8 out of 5 average rating, 93 reviews

A modern living area features a gray sofa positioned beside a sleek glass coffee table. Large windows provide an expansive view of the cityscape, allowing natural light to fill the space. A flat-screen TV is mounted on the wall, enhancing the room's functionality.

Condo in East York

#City View Condo in east York

A sunlit corner of the living area features two comfortable chairs and a small side table. Large floor-to-ceiling windows invite natural light, showcasing greenery outside. A tall plant adds a touch of vibrancy, creating a calm and relaxing space.

5 out of 5 average rating, 28 reviews

Stylish Downtown Toronto Condo | Lakeside Living

4.97 out of 5 average rating, 98 reviews

Debonair Condo Heart of Toronto w/Free Parking

4.99 out of 5 average rating, 77 reviews

Condo in Toronto

2 min subway | Rogers Stadium | Patio | Parking

A panoramic view of the downtown skyline is captured at twilight, with city lights twinkling against a fading blue sky. Iconic tower structures, including a prominent one with a blue illumination, stand out among the high-rise buildings.

4.78 out of 5 average rating, 76 reviews

Cozy one bedroom condo + free parking

5 out of 5 average rating, 12 reviews

Condo in Yorkville

Yorkville Skycrest Penthouse | King Bed | Gym

A modern living space is showcased with a distinctive hanging chair positioned by large windows, offering expansive city views. Lush greenery is present, and natural light enhances the room's bright ambiance. A sofa and soft throw complete the cozy seating area.

4.97 out of 5 average rating, 89 reviews

Skyline Condo 1bd + den + parking | World Cup 2026

Pet-friendly condo rentals

4.9 out of 5 average rating, 141 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, 181 reviews

Beautiful suite in Downtown Toronto

A modern living area features a plush gray sectional sofa accompanied by a decorative rug. Large windows provide ample natural light and showcase a city skyline view. A dining table with dark chairs sits nearby, complemented by a wall-mounted art piece and a potted plant.

4.97 out of 5 average rating, 146 reviews

Walk to FIFA/Parking/Balcony View Fan Festival

4.85 out of 5 average rating, 240 reviews

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.

Condo in Yorkville

Stylish Yorkville Studio: Near U of T & ROM

An open living area is visible, featuring a dark sofa and a wooden dining table set for four. A wall-mounted television is located opposite the sofa, while large floor-to-ceiling windows allow natural light to brighten the space, accented by sheer curtains.

4.95 out of 5 average rating, 105 reviews

Modern 1BR Toronto Downtown Condo, King size bed

4.9 out of 5 average rating, 145 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)

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.

4.93 out of 5 average rating, 122 reviews

3 Bed Downtown Toronto CN Tower Financial District

4.81 out of 5 average rating, 286 reviews

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Condo rentals with a pool

4.91 out of 5 average rating, 132 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 bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.

4.86 out of 5 average rating, 155 reviews

Beautiful Condo Across CN Tower and MTCC

4.89 out of 5 average rating, 881 reviews

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers

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, 150 reviews

FIFA fan zone Pool/HottubFree parking walk to BMO

A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.

4.99 out of 5 average rating, 167 reviews

Artsy and Comfy Home with a View

A well-furnished living area is shown, featuring a dark leather couch, a round wooden coffee table, and a comfortable chair. A large flat-screen TV is positioned on a media console, while natural light enters through expansive windows, revealing a light-colored rug and decorative plants.

4.92 out of 5 average rating, 325 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

4.93 out of 5 average rating, 108 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

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.