
Condo vacation rentals in Pickering
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Top-rated condo rentals in Pickering
Guests agree: these condos are highly rated for location, cleanliness, and more.

Bright, cozy downtown condo near King/Queen West
Bright, quiet, cozy bachelor condo in the heart of downtown, 10 min walking distance to the CN tower, Scotiabank Arena (go Leafs go!), Rogers Centre, & Queen/King St West. Restaurants, bars, night life, & late night food literally steps away. Within 2 min walk of public transit (TTC - streetcars and subway). Full condo including loft bed (double bed), couch, & 60 inch TV with Prime, YouTube, and Chromecast. Condo gym available. My quaint home with endless adventures right outside the front door.

Walk to BMO Field (Toronto Stadium) | 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!

Luxury Yorkville Escape | Condo in Prime Location
Discover refined living in this beautifully furnished apartment in Yorkville Toronto’s most glamorous & exclusive neighborhood. With new furniture & modern appliances, this space blends comfort with sophistication. Step outside and find yourself surrounded by luxury boutiques, acclaimed restaurants, chic cafes, & world-class art galleries. With Bay subway station just a 3 minute walk away, the entire city is at your fingertips. Elevate your lifestyle in a place where elegance meets convenience.

Modern Downtown Studio w/ City View
Located in the entertainment district of downtown core, this private and functional studio apartment offers great north facing city views with lots of natural light and a short walk to Financial District, subway, Theatre District, Fine Dining & Cafes. From ambient mood lighting to luxury bathroom amenities, this high-floor studio apartment offers a peaceful and quiet escape for you to relax after the fast paced and busy lifestyle of downtown Toronto. You are only steps away from the action...

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere
Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

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

Designer Suite • CN Tower • Free Parking
A calm, thoughtfully designed stay in the heart of downtown Toronto. Wake up to CN Tower views, slow mornings with coffee, and a warm, intentional space created to feel restorative after a day in the city. This curated 2-bedroom suite sleeps up to 5 guests with multiple sleeping areas designed for comfort and privacy. Steps from Union Station, the waterfront, restaurants, cafés, and Toronto’s iconic attractions — while still feeling like a calm retreat above the city. Free parking included.

Take in Panoramic City Views from a Sophisticated Condominium
This one-bedroom, two-bathroom suite on the 40th floor offers approximately 750 square feet of open-concept living. The bright and spacious layout features quality finishes, including granite countertops, stainless steel appliances, and floor-to-ceiling windows. All furnishings are of designer quality, creating a stylish modern and comfortable atmosphere. The skyline and city lights add to the overall experience. Suite includes, King-size bed, a work desk, washer/dryer, and plenty of space!

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.

Admire City Views from Bed at this Chic Apartment
The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

Beautiful 1 Bedroom Yorkville Condo w/ Parking
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.

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.
Popular amenities for Pickering condo rentals
Weekly condo rentals

Unique townhouse studio

Midtown Toronto Condo!

Cozy 1BR+den in the Annex | Steps to subway

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

Near TTC to FIFA 2026 | Private Balcony

Charming Bowmanville Getaway | Quiet & Comfy

Modern 2BR Retreat · Free Parking

Entire Luxury Condo | Heart of Downtown Toronto
Pet-friendly condo rentals

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

Beautiful Penthouse with Breathtaking View

Beautiful suite in Downtown Toronto

Stylish Yorkville Studio: Near U of T & ROM

Humber Bay Family Friendly condo w Terrace&Parking

The Beaches pied-á-terre (Woodbine Beach)

Modern 1BR Toronto Downtown Condo, King size bed

Beautiful Lake View Studio Condo + 1 free Parking
Condo rentals with a pool

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

Beautiful Condo Across CN Tower and MTCC

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

FIFA fan zone Pool/HottubFree parking walk to BMO

Stylish 1BR on Toronto’s Harbourfront

Charming Condo w Parking, CN Tower View & Pool

Closest condo to Rogers Centre/CN tower in Toronto

Toronto CN Tower 2 Bed 2 B w Master King w Parking
Quick stats about condo rentals in Pickering

Total vacation rentals
Explore 10 vacation rentals in Pickering

Nightly prices starting at
Pickering vacation rentals start at G$4,183 GYD per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

Wi-Fi availability
10 of Pickering vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Pickering rentals

4.8 Average rating
Pickering stays are highly rated by guests—averaging 4.8 out of 5!
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Downsview Park
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Casa Loma
- Massey Hall
- Scarborough Town Center
- York University
- Dufferin Grove Park
- Lakeridge Ski Resort





