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Condo holiday rentals in Pickering

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Top-rated condo rentals in Pickering

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Guest favourite
A bright sleeping area features a spacious bed layered with a soft throw. Large floor-to-ceiling windows provide a stunning view of the city skyline, while a small table and chair complement the modern decor. Light curtains frame the windows, adding to the serene ambiance.
Condo in Downtown Toronto
4.91 out of 5 average rating, 163 reviews

🔥Modern High Floor Deluxe King Suite /w City Views

The perfect getaway in the heart of downtown Toronto! - Rare High floor. Deluxe king bed and a queen sofabed, full bathroom, full kitchen, cozy suite with floor-to-ceiling windows with a gorgeous city skyline view. - 10/10 walk score to Eaton Center, Dundas Square, Ed Mirvish Theatre, Allan Gardens, Nathan Philips Square - On Yonge TTC Subway Line: Queen station, Dundas station - A walk to Union Station, CN Tower, Lakeshore, Queen Street, King Street - Public transit access from the condo lobby

Guest favourite
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
4.94 out of 5 average rating, 102 reviews

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!

Top Guest favourite
Soft shadows cast by the morning light create a beautiful pattern on the wall of the living area. A gallery-style arrangement of framed art is displayed, complemented by a modern sofa and decorative elements nearby.
Condo in Entertainment District
4.99 out of 5 average rating, 182 reviews

Bright Modern Central 2Bd2Ba Lakeview + Big Screen

Welcome to The Perch — our beloved pied-à-terre in the most vibrant city, Toronto. Comfort and design define this bright, creative, cozy, curated, and clean space. Enjoy our perch above it all! We have chosen everything within these walls based on how it makes us feel. The floors feel good on bare feet. The mattresses and pillows inspire sleep. Sheets and towels are luxuriously soft. The lighting is an ode to mood. Made with love, shared with love. See more @ ThePerchToronto on socials

Guest favourite
A panoramic view captures the CN Tower prominently against a clear blue sky. The reflective surfaces of nearby buildings glisten, while the shoreline of Lake Ontario merges with the cityscape. The Rogers Centre stands out with its distinctive domed structure in the foreground.
Condo in Entertainment District
4.88 out of 5 average rating, 133 reviews

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.

Top Guest favourite
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
5 out of 5 average rating, 128 reviews

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

Guest favourite
A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.
Condo in Entertainment District
4.93 out of 5 average rating, 122 reviews

Charming Condo w Parking, CN Tower View & Pool

Enjoy your stay at a charming & modern condo located in the heart of downtown Toronto. Stop settling for sub-par accommodations, and treat yourself to this fully equipped, meticulously cleaned unit with 1 Queen Bed + 1 Sofa Bed. You will be within steps (literally) to the CN Tower, Rogers Center, Ripley’s, and many of Toronto’s top attractions. I am an extremely passionate & attentive host who will cater to your requests and desires. Shoot me a message to get started on your Toronto getaway.

Top Guest favourite
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.
Condo in North Toronto
4.97 out of 5 average rating, 119 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!

Top Guest favourite
A spacious living room features a modern sectional sofa with decorative pillows, accompanied by a round coffee table atop a patterned area rug. Large windows offer skyline views, while vibrant artwork adorns the wall, adding a pop of color to the neutral decor.
Condo in Entertainment District
4.98 out of 5 average rating, 130 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

Guest favourite
A spacious living area is featured, with large floor-to-ceiling windows allowing ample natural light. A dark sectional sofa and a round glass coffee table are positioned on a textured area rug. A flat-screen TV is mounted on the wall, complemented by a dining space with four chairs.
Condo in Downtown Toronto
4.88 out of 5 average rating, 135 reviews

*Cool&Contemporary* Condo steps from Eaton Center

- 2 Bedroom, 2 Bathroom, Full Kitchen, spacious suite with city views - Privately owned condo in the Pantages - Floor to ceiling windows with blinds overlooking the east side of Toronto. - Walking distance to: Eaton Center, Dundas Square, Ed Mirvish Theatre, Massy Hall, and Cineplex Movie Theater, Ryerson Universty, Nathan Philips Square - On the Yonge Subway Line: Queen station, Dundas station - Easy access to Union Station, CN Tower, Lakeshore, Queen Street, King Street

Guest favourite
A stylish living space features an eye-catching geometric wallpaper, complemented by a contemporary wooden sideboard and a gray sectional sofa. A small round table and a two-person bar table are positioned near large windows that offer expansive city views.
Condo in Yorkville
4.94 out of 5 average rating, 201 reviews

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)

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.

Top Guest favourite
Condo in Entertainment District
4.93 out of 5 average rating, 397 reviews

2BR Condo | Balcony + Parking by CN Tower & Scotia

Stay in the heart of downtown Toronto in this modern 2BR condo with 1 free underground parking and a private balcony. Steps from CN Tower, Scotiabank Arena, Rogers Centre, Union Station, and the waterfront, this bright retreat is perfect for leisure or business. Enjoy two Queen beds plus sofa bed, high-speed WiFi, 65” 4K Smart TV, fully stocked kitchen, Nespresso machine, and fresh linens. Relax with skyline views and explore Toronto at your doorstep.

Top Guest favourite
A cozy living room features a fireplace and a large flat-screen TV. Two sofas and a coffee table are arranged on a textured area rug, with light fixtures illuminating the space. A small bar area can be seen in the background, leading to the kitchen.
Condo in Downtown Toronto
4.97 out of 5 average rating, 149 reviews

Trendy King West townhome

Lovely 1-bdrm townhome in King West area, one of the most trendy, lively and vibrant neighbourhoods, offers some of the best restaurants in Toronto. It is close enough to the action of downtown Toronto, but still have that community feel of a SoHo-like neighbourhood. This 1-bdrm apartment is perfect for a couple or a single business traveler. Conveniently located on the ground floor with a cozy and quiet backyard.

Popular amenities for Pickering condo rentals

Quick stats about condo rentals in Pickering

  • Total holiday rentals

    Explore 10 holiday rentals in Pickering

  • Nightly prices starting at

    Pickering holiday rentals start at $29 AUD per night before taxes and fees

  • Verified guest reviews

    Over 290 verified reviews to help you choose

  • Wi-Fi availability

    10 of Pickering holiday 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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