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.

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Guest favorite
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, 105 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 favorite
A well-lit bedroom features a spacious bed with neatly arranged towels. Two nightstands flanking the bed hold lamps. A desk and chair are positioned by the window, complemented by greenery. A large mirror and a TV are mounted on the wall, enhancing the relaxed atmosphere.
Condo in Downtown Toronto
4.97 out of 5 average rating, 117 reviews

Luxury Downtown Condo For 6 (CN Tower View)

Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.

Top guest favorite
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, 144 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 favorite
The living area features a black leather sofa with decorative cushions, accompanied by a natural wood coffee table and a black chair. Two lamps provide soft lighting, and large windows offer expansive views of the downtown skyline.
Condo in Downtown Toronto
4.89 out of 5 average rating, 279 reviews

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.

Top guest favorite
A bright living and dining area features floor-to-ceiling windows offering expansive views of the city. A modern dining table is surrounded by stylish chairs, while a cozy seating arrangement invites relaxation. Potted plants add a touch of greenery, complementing the contemporary decor.
Condo in Downtown Toronto
4.99 out of 5 average rating, 134 reviews

Million Dollar Views, Free Parking, WiFi

Wake up to stunning views of Toronto Island and the CN Tower! Prepare a delicious meal in our fully-equipped kitchen, and relax by the fire or on your private enclosed balcony. This elegant 2 Bedrooms + 2 Bath offers free parking and is located in the heart of downtown next to Scotiabank Arena and Union Station. Walk to the CN Tower, Rogers Center, Ripley’s Aquarium, and the best restaurants in the city. Promotions available for long term renters. Please message. License# STR-2209-HZZVHM

Top guest favorite
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 Davisville Village
4.98 out of 5 average rating, 124 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!

Guest favorite
A modern living area features a sleek kitchen equipped with stainless steel appliances, including a microwave and oven. A comfortable sofa is positioned beside a large window, offering natural light. A breakfast bar with stools enhances the inviting space, which includes a neutral-toned area rug.
Condo in Unionville
4.88 out of 5 average rating, 43 reviews

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!

Superhost
Condo in Scarborough
4.76 out of 5 average rating, 49 reviews

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

Welcome to your home away from home! Enjoy this fully independent, beautifully maintained 3-bedroom condo located just 1 minute from Scarborough Town Centre and right off Highway 401 — perfect for families, business travelers, and vacation guests. 🏡 The Space ✔️ Entire private apartment ✔️ 3 spacious bedrooms with comfortable beds ✔️ Bright living & dining area ✔️ Fully equipped kitchen ✔️ Clean, modern bathrooms ✔️ High-speed WiFi ✔️ Smart TV ✔️ In-unit laundry ✔️ Free parking

Superhost
Condo in Scarborough
5 out of 5 average rating, 17 reviews

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.

Superhost
A modern living space features a light-colored sofa adorned with decorative pillows. A coffee table with various items sits in front of a wall-mounted television. Large windows allow natural light to fill the area, showcasing views of the city beyond.
Condo in Downtown Toronto
4.92 out of 5 average rating, 144 reviews

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.

Top guest favorite
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, 129 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.

Guest favorite
A balcony view showcases the Toronto skyline, featuring the CN Tower amidst a backdrop of modern skyscrapers. The glass railing adds to the open feel, while a pair of woven chairs offers a comfortable seating area to enjoy the cityscape.
Condo in Downtown Toronto
4.95 out of 5 average rating, 142 reviews

Downtown Toronto Penthouse (CN Tower View)

Experience the heart of Downtown Toronto! This modern penthouse features stunning city views and floor-to-ceiling windows filled with natural light. Steps from top restaurants, nightlife, and transit, it’s the perfect base for business or leisure. Paid parking is available next door. A building form with ID, email, and phone number must be completed before check-in.

Popular amenities for Pickering condo rentals

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 ﺩ.ﺇ 73 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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