Holiday rentals with outdoor seating in Old Toronto

#1 on Airbnb | 2 BR | Free Parking | Sleeps 6 | DT

This luxury downtown Toronto condo features exclusive modern décor furnishings. It’s a short 10-minute walk to the iconic CN Tower and moments from Toronto’s vibrant waterfront, restaurants, bars, nightclubs, parks, and grocery stores. Nearby attractions include the Rogers Centre, Ripley’s Aquarium, Entertainment District, King St W, Union Station, TIFF Bell Lightbox, Harbourfront, Kensington Market, and Metro Toronto Convention Centre, offering a comfortable experience in the CORE of Toronto.

Ossington Rowhouse + Private Garden

Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft pied-à-terre on two private floors of a designer's 4-level townhouse just off the Ossington strip. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen, or discover Toronto's best bars and restaurants a few steps from home. Explore the city easily on foot, plus close transit with a stop right at your doorstep.

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng

THE ANNEX OASIS Monthly Rental for Dec, Jan & Feb Unwind on a lush, rainforest-inspired balcony with sweeping downtown views - steps from cafes, trendy shops & restaurants, culture & UofT. Our spacious 1-BD home in Annex blends comfort, charm & location. ➜ 3-min walk to St. George Subway & UoFT ➜ Free overnight street parking ➜ Complimentary breakfast snacks, coffee & tea ➜ 2 workstations+high-speed WiFi ➜ 60" Home Theater Smart TV ➜ Beautiful sunsets from balcony Your homestay in Toronto.

Cute Private Apartment near University of Toronto

This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

Downtown Oasis with Serene Patio

Welcome to our cozy downtown apartment — the perfect hideaway in the heart of the city. We love that it’s central to everything, yet calm and relaxing when you need a break from the bustle. This is our home when not hosting so we filled it with things we love: books, plants, candles, music, and games for a chill night in. The patio is our favourite spot to sip coffee or unwind under the stars. We hope you treat it with the same care we do and enjoy all the little things that make it special.

5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton

Welcome to your high-floor stylish 2-bedroom, 2-bathroom condo in the heart of Toronto! Now accepting bookings through December. Enjoy the indoor pool, gym, hot tub, sauna, steam room, and one free parking spot. Loblaws is downstairs, and GoodLife is across the street. Cafes, restaurants, and parks are within a 2-minute walk. The subway is steps away. The unit includes fast Wi-Fi, Netflix, full kitchen, and in-suite laundry — perfect for work trips, weekend getaways, or extended stays.

Stylish and Modern 1BR Condo • Trendy King East

★ A perfect one bedroom condo has everything you need for a great stay: hardwood floors and loads of natural light; living area with relaxing oversized sofa and large flat screen TV; modern kitchen with stainless steel appliances; kitchen island to enjoy great meals; bedroom with comfortable queen size bed; pull out sofa that sleeps two extra guests; a full bathroom with shower/tub; high ceilings; balcony to great fresh air; high speed Internet; and washer/dryer included; wonderful view!

Comfy Oasis In Historic Downtown Neighborhood

According to Airbnb, we are "One of the most beloved homes on Airbnb". Now in the top 5% of all listings on AIRBNB. Superhosts for 10 years! This renovated guest house features an open-plan kitchen, a spiral staircase to a beautiful and open loft suite, with custom furniture and decorating accessories (1 bed + 1 sofabed). Enjoy the beautiful garden in the summer, and sip any of the more than 15 different complimentary teas and coffees we offer. This guest house is FULLY equipped.

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Midtown modern 1 bedroom suite

Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Bright Modern Private Oasis Lower-Level 1BR 1BA

Newly renovated private lower-level apartment with 1 BR, 1 BA, full kitchen with living and dining area located downtown in the charming Annex West neighborhood. Ideal for quarantine/isolation Your space: - WiFi (75Mbps) - Cozy heated floors - Unlimited hot water - 2-3 min walk to subway and buses - Work remotely in comfort - Child friendly - 2 55" TV's This quiet corner of downtown Toronto sports lots of restaurants, shops, parks, and beautiful streets steps away.

Chic 1 Bed DT Toronto w/ Parking & Balcony

Welcome to "Chez Reinaissance"! This Beautifully Designed Modern and Chic Suite is the Ultimate Urban Oasis! Located in the Heart of Downtown Toronto, enjoy a private space all to yourself including a 105 sqft balcony. Fully surrounded by some of Toronto's top neighbourhoods, including Distillery District, Yonge-Dundas Square, Waterfront and the Financial District, Old Town offers some of the best entertainment and work/live areas in the City.