
Apartment holiday rentals in Pickering
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Top-rated apartment rentals in Pickering
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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.

Luxury Escape: Stunning City Views by CN Tower!
Enjoy a stylish stay at this stunning luxury condo in downtown Toronto, located next to the CN Tower in one of the city's most sought-after neighbourhoods. Perfect for both business and leisure travellers, this modern space is in the heart of the Entertainment District and Harbourfront. Just steps away from Union Station, CN Tower, Rogers Centre, Ripley’s Aquarium, Metro Toronto Convention Centre, Scotiabank Arena, and Billy Bishop City Airport. + we have Starbucks at the base of the building.

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!

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

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 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.

Amazing Views, King Bed, Easy Access to World Cup!
Easy access for those going to FIFA World Cup events! Enjoy views from the large balcony with great views of the CN Tower, Lake Ontario and Toronto skyline! King size bed. Ideal for couples, solo guests, friends or those in town for work. Steps from Union Station with instant access to all major transit. Short walk to CN Tower, The Harbourfront, sports/concert venues, the Entertainment District, restaurants and shopping. No additional guests permitted. Please read the rules section in full!

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!

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!

Cozy one bedroom condo + free parking
Welcome to your peaceful home away from home. Enjoy a quiet and relaxing stay in a charming neighborhood surrounded by beautiful parks, perfect for morning walks or runs. A grocery store, pharmacy, bakery, and coffee shop are just a 3-minute walk away. Minutes from Dundas St. and only a 5-minute drive to Yonge St., with its vibrant restaurants, shopping, and entertainment. Ideal for solo travelers, couples, and business guests seeking comfort and convenience.

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.

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.
Popular amenities for Pickering apartment rentals
Weekly apartment rentals

Unique townhouse studio

25th Floor Skyline Views • Free Parking • FIFA2026

#City View Condo in east York

Stylish Downtown Toronto Condo | Lakeside Living

Debonair Condo Heart of Toronto w/Free Parking

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

Spacious King Suite |CN Tower |Sleeps 5 w/Parking!

Brand New 2 Bed Modern Condo Town home w/ Parking
Pet-friendly apartment rentals

Gorgeous & Modern 2Bed 2Bath Sq1 Condo Corner unit

Beautiful suite in Downtown Toronto

Stylish Yorkville Studio: Near U of T & ROM

Modern 1BR Toronto Downtown Condo, King size bed

The Beaches pied-á-terre (Woodbine Beach)

Fort York- Lake View Studio Condo + Indoor Parking

3 Bed Downtown Toronto CN Tower Financial District

Charming Condo w Parking, CN Tower View & Pool
Apartment rentals with a pool

Downtown Markham Unionville

Beautiful Condo Across CN Tower and MTCC

**30%OFF** Lake view property ❤️ of downtown

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

FIFA fan zone Pool/HottubFree parking walk to BMO

Stylish Downtown Toronto Condo + Free Parking

Luxury Downtown Condo For 4 (CN Tower Views)

Luxury 1 Bedroom Suite In Heart Of Toronto
Quick stats about apartment rentals in Pickering

Total holiday rentals
Explore 10 holiday rentals in Pickering

Nightly prices starting at
Pickering holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 270 verified reviews to help you choose

Wifi availability
10 of Pickering holiday rentals include wifi 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
- University of Toronto
- Metro Toronto Convention Centre
- Union Station
- BMO Field
- The Danforth Music Hall
- Downsview Park
- Harbourfront Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Scarborough Town Center
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Massey Hall
- Enercare Centre
- Casa Loma
- Yorkdale Shopping Centre
- York University
- Coca Cola Coliseum
- Sheppard–Yonge Station
- Dufferin Grove Park





