Condo holiday rentals in Pickering

Find and book unique condos on Airbnb

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 $14 AUD per night before taxes and fees

  • Verified guest reviews

    Over 350 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!

Top-rated condo rentals in Pickering

Guests agree: These condos are highly rated for location, cleanliness and more.

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Superhost
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, 109 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!

Guest favourite
Condo in Downtown Toronto
4.95 out of 5 average rating, 173 reviews

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.

Superhost
Condo in Downtown Toronto
4.87 out of 5 average rating, 186 reviews

Cozy Place steps to CN Tower & Rogers center

🏡 Welcome to Your Modern Downtown Retreat! Stay in this stylish 1-bedroom+den high-rise condo in Toronto’s Waterfront Communities—The Island neighborhood. Enjoy breathtaking city views from a high floor, perfect for business travelers, couples, or solo adventurers. ✨ Highlights: ✔ Free parking for easy city access ✔ 650 ft²/60 m² of stylish space ✔ High-speed WiFi to stay connected ✔ Private balcony with scenic views ✔ Fully equipped kitchen with essentials ✔ Bike Score & Transit Score of 96

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
5.0 out of 5 average rating, 155 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

Top Guest favourite
An open concept studio features a wall-mounted Murphy bed, ample storage space in white cabinetry, and a kitchenette equipped with modern appliances. A small dining table with two stools is positioned near the kitchenette, while a comfortable sofa is positioned along the wall.
Condo in The Beaches
4.9 out of 5 average rating, 149 reviews

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

Guest favourite
A modern living room features large windows allowing natural light to fill the space. A comfortable sofa is adorned with yellow cushions, complemented by a glass coffee table at its center. A decorative sculpture sits atop the table, while potted plants add a touch of greenery.
Condo in Downtown Toronto
4.93 out of 5 average rating, 125 reviews

3 Bed Downtown Toronto CN Tower Financial District

Welcome to our beautiful and bright 2 bedroom 1 bathroom high ceiling condo in downtown Toronto, your home away from home! It is centrally located in the quieter and secure part of downtown, within walking distance to financial district, St Lawrence Market, St Regis Toronto, harbourfront, grocery stores, restaurants, bars & parks. Newly furnished in 2022: furniture, floor, bathroom and paint, modern design, bright, large. Perfect for 4 guests, with option for 1 more guest with the sofa bed

Top Guest favourite
A well-lit living area features a gray pull-out sofa and a coffee table atop a patterned area rug. Large windows offer expansive views of the cityscape, while a potted plant adds a touch of greenery. A wall art piece adorns the light blue wall.
Condo in Downtown Toronto
4.96 out of 5 average rating, 191 reviews

Stylish Condo Downtown by Rogers Centre

Welcome to our stylish 1-bedroom condo nestled in the heart of downtown Toronto! Our place offers the perfect retreat for couples, solo adventurers, and business travelers seeking a comfortable and convenient stay in the city. Step outside, and you'll be just moments away from plenty of dining options, trendy cafes, shopping boutiques, and exciting nightlife venues. Explore the famous Yonge-Dundas Square, visit the nearby iconic CN Tower, or take a stroll along the picturesque Harbourfront.

Top Guest favourite
An open-concept space features a modern kitchen with stainless steel appliances and a dining area with clear chairs. A comfortable leather sofa is positioned in the living area, adorned with decorative pillows. Wall art depicting a cityscape compliments the stylish ambiance.
Condo in Downtown Toronto
4.96 out of 5 average rating, 595 reviews

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!

Top Guest favourite
A modern living area featuring a gray sectional sofa with decorative throw pillows. A wooden coffee table sits in front, and the kitchen is visible in the background with contemporary cabinets and appliances. The space is open to a cozy sleeping area with neutral tones.
Condo in Downtown Toronto
4.96 out of 5 average rating, 128 reviews

Downtown 1BR+Sofabed/Steps to ScotiabankArena/MTCC

Experience the best that downtown Toronto has to offer in this fabulously appointed, bright, open-plan lakeview condo in Maple Leaf Square. Location is everything and this beautiful condo could not be better located in the heart of Toronto's entertainment and financial district. It's a sports lover's dream with the Scotiabank Arena literally connected to the building and the Rogers Centre only 400 meters away for all the exciting Leafs/Raptors/Jays games, and countless concerts and shows!

Top Guest favourite
The city skyline is illuminated at night, featuring the CN Tower prominently lit in red. A mix of modern skyscrapers reflects various colors, with a clear sky and moon visible in the background, highlighting the vibrant atmosphere of Toronto.
Condo in Downtown Toronto
4.98 out of 5 average rating, 168 reviews

Amazing Views, King Bed, In The Heart of Toronto!

Enjoy the iconic Toronto skyline and Lake Ontario from the large balcony, with an incredible view of the famous CN Tower! King size bed - ideal for couples, solo guests, friends or those in town for work. Steps from Canada's largest transit hub, Union Station. Short walk to CN Tower, The Harbourfront, two major sports/concert venues, the Entertainment District, restaurants and shopping. Two guests maximum and no visitors permitted. Please read the rules section in full!

Guest favourite
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.
Condo in Downtown Toronto
4.97 out of 5 average rating, 112 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.

Top Guest favourite
A modern living area features a spacious, cozy sectional sofa with decorative pillows. A large window offers views of the city skyline and access to a balcony adorned with patio furniture. Natural light fills the room, complementing the contemporary decor and wooden flooring.
Condo in Liberty Village
4.98 out of 5 average rating, 141 reviews

Central condo in heart of Liberty Village +parking

Right on the park! Stay in one of Toronto’s most vibrant neighborhoods. This modern space includes high-speed Wi-Fi, dedicated workspace, large HDTV, in-unit laundry, and access to a private gym. ALL amenities withing walking distance Steps to cafés, nightlife, transit, parks, and more. Walk to the Waterfront, BMO Field, RBC Amphitheatre, Enercare center, CNE, Fort York, and top attractions—perfect for work or play.

Popular amenities for Pickering condo rentals