Holiday rentals with outdoor seating in Old 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.

Loft-Style Private Studio Little Italy/Ossington

From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

Private Coach House near the Bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

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.

Urban Oasis: 2-Storey Townhouse with Parking

Situated steps away from the Ossington strip, Toronto’s most sought-after destination; this newly renovated 2-storey townhouse offers a cozy & tranquil retreat from the bustle of the city Complete with a fully stocked kitchen w/ brand new stainless steel appliances, large flat screen TV, & brand new stylish decor throughout. Absolutely unbeatable location to everything Toronto’s west end has to offer! 24hr transit at your doorstep effortlessly connects you to the rest of the city!

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.”

Free parking, New and modern home downtown toronto

Brand new modern luxury custom laneway house in downtown Toronto. It has 14-foot ceilings and floor-to-ceiling windows that fill the space with natural light. Both bedrooms feature Casper king mattresses for a restful night's sleep. Though this listing is new, you’re in expert hands. I’m a Superhost with 10+ years managing 11 other highly rated properties. Hospitality is my passion—I’m here to make your stay seamless and memorable.

Charming one bedroom flat in historic Old Toronto

This is a second floor, one bedroom apartment in a charming old row house that dates back to 1880! High ceilings, and bright big open spaces make for a lovely place to live and work. Our home is in Corktown, a historic downtown area. The house is a two minute walk from Toronto's pedestrian-only "Distillery District" and a five minute walk to the popular Riverside and Leslieville neighbourhoods.