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!

FamilyLocationPool

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!

ValueFamilyNearby

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

LocationFamilyAccuracy

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.

LocationValueCleanliness

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!

FamilyValuePool

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!

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Superhost

Condo in Scarborough

4.76 out of 5 average rating, 49 reviews

“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

LocationValueCheck-in

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!

ValueLocationParking

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.

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Superhost

Condo in Scarborough

5 out of 5 average rating, 17 reviews

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.

LocationFamilyComfort

Superhost

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.

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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.