
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.

Stylish Downtown Toronto Condo Free Parking | FIFA
Experience downtown Toronto in a stylish condo! Start your day in a bright kitchen & enjoy coffee on the balcony. Relax with Netflix after exploring the city. Walk to CN Tower, Rogers Centre, Ripley’s Aquarium, Exhibition Place, restaurants & waterfront. Full kitchen, Keurig, 2 desks for work. Building features pool, hot tub, sauna, gym, seasonal rooftop BBQ, free parking & self check-in. Discounts on stays of 7+ nights & non-refundable bookings. Book your unforgettable Toronto getaway today.

Central condo in heart of Liberty Village +parking
Right on the park! Enjoy a comfortable & convenient stay in the heart of one the most vibrant neighborhoods in Toronto! ALL amenities within walking distance; Shops, bars, patios, groceries, parks, trails, restaurants, concerts, transit, nightlife (King st and Queen St) all just steps away. Short walk to the Waterfront/Lake Ontario, Coca-Cola Coliseum, Bud Stage, BMO field, Fort York, Bentway, CNE, & more! This location is PERFECT for quick & easy access to any experience the city has to offer!

❤️Hidden Gem fully equipped 2BR w/ free parking
This boutique condo, in the heart of Toronto, is just steps from the city’s best restaurants, shops, bars, and live music venues. With easy access to Toronto’s Financial District, Discovery District/Hospital Row, AGO, Entertainment District, CN Tower, Ripley’s Aquarium, City Hall, home arenas for the Blue Jays, Leafs, and Raptors, everything you need is within reach. Ideal for business trips, relocations, couples getaways, or family vacations, this suite comfortably accommodates up to 4 guests.

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.

Luxury and Spacious 1BR + Den - Financial District
Perfect location in the heart of Toronto Entertainment District and surrounded by retail shops, restaurants, café, pub and everything that keep you busy during your stay! Walkable to many Toronto major attractions too such as CN Tower, Rogers Centre, Aquarium, Scotia Arena and many more! This ideal 1 Bedroom plus Den definitely ideal for family holiday, sports event, concert or work colleagues that come for the meeting in town. There is paid parking available on site if arranged beforehand.

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 Beaches pied-á-terre (Woodbine Beach)
Discover this charming getaway nestled in the sought-after "The Beaches" area. This prime location offers the perfect blend of beachside living, with just a short drive to downtown. Just steps to the beach and boardwalk, and the trendy shops of Queen Street East, with quick access to streetcars, buses, bike paths, restaurants, charming cafes, artisanal bakeries, patios, bars, LCBO, and grocery stores. Experiences: Boardwalk, Bike path/rentals, SUP boarding, Jazz Festival, Tommy Thompson Park

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.

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

Cozy space in one of Toronto's best neighbourhoods
My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Across Street from CN Tower,Rogers,Aquarium,MTCC!
Welcome to the heart of the city! A non-shared 1-bedroom condo with a full-sized kitchen. My condo is located just across the street from the CN Tower admission booth. 5-10 minutes walking distance to the Aquarium, Rogers Center, Air Canada Center, Union Station. A few blocks from the entertainment district, endless dining, and shopping options. Fashionably furnished and decorated to be your perfect home away from home.

🔥Charming 1 BR Condo🔥 Steps To Square One!👌
This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.
Popular amenities for Pickering condo rentals
Weekly condo rentals

1BR Condo Next to Scotiabank Arena/Rogers/Union

FIFA location! Modern 1 Bedroom Condo in Downtown

Cozy One Bedroom in Shore Breeze , Free Parking

Yorkville Skycrest Penthouse | King Bed | Gym+Pool

Scarborough Oasis near UofT | Parking Included

Kensington Studio - Downtown Core

CleanX | Prime Downtown Suite/Rogers Centre/FIFA

CN Tower & Lake View, Modern Higher Floor Condo
Pet-friendly condo rentals

Modern 2BR Condo • Walk to Sq1 • Free Parking

2BR by Union, Scotia Bank Arena CN Tower + Parking

Beautiful suite in Downtown Toronto

Stylish Yorkville Studio: Near U of T & ROM

Beautiful Lake View Studio Condo + 1 free Parking

Stylish Apartment in Toronto - Long term available

Trendy & Cozy 1BD Condo in the Heart of Toronto

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

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

Downtown Markham Unionville

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

Luxury Condo with FreeParking. CN Tower Lake View

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

Luxury Downtown Condo For 4 (CN Tower Views)

Artsy and Comfy Home with a View

Luxury Downtown Condo For 6 (CN Tower View)
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 € 17 per night before taxes and fees

Verified guest reviews
Over 290 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
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- York University
- Christie Pits Park




