Vacation rentals in Old Toronto

Digs on Danforth

Enjoy easy access to everything from this perfectly located home base. In a quiet residential area steps from bustling greektown, on the subway line, walk to restaurants, coffee, bars, live music etc. Separate entrance to bright, newly renovated one bedroom basement apt. fridge, hot plate, toaster oven, microwave. Washer/Dryer. Overnight street parking available at modest cost if needed * basement apt with separate entrance; family with small kids live upstairs. Only registered guests allowed.

Cozy condo! amazing city views! w/ free parking

Enjoy a stylish experience at this centrally located condo. Our place is 5 minutes from the lake and amazing attractions such as Scotiabank Arena, Ripley's Aquarium, CN Tower, Rogers Centre and so much more. Just steps from Union Station and the underground PATH system. This condo is great for travellers, tourists and business trips. The Space Our condo is located on the 51st floor with Hi speed wi-fi, Smart TV with Netflix, toiletries, hair dryer, kettle, iron, washer/dryer and so much more.

Stylish Oasis: an architect's unique laneway house

Come and experience our laneway house in the heart of Parkdale, Toronto! This brand new (2022) laneway house has been beautifully designed by the homeowner/architect with amazing attention to detail. It is modern and bright with windows on all 4 sides of the house. It’s inviting, clean and nestled in a park-like setting. It’s also completely private and quiet. Close to Roncesvalles Ave, High Park, Sunnyside Beach, Queen Street and venues such as BMO Field, Exhibition, and the Budweiser Stage.

Condo in downtown Toronto Free Parking

Enjoy a condo with stunning floor-to-ceiling views of the city and skyline. Private balcony, fast Wi-Fi, and easy self-check-in/out. The unit is fully yours—quiet, stylish, and comfortable—with an in-suite washer/dryer, dishwasher, and a kitchen stocked with basic essentials. Located in a secure building with 24/7 security. Unbeatable downtown location—steps to CN Tower, Union Station, PATH, shops, and top restaurant stylish experience at this centrally located place. FREE PARKING UNDERGROUND.

Summerhill Designer 2BR Home • Must See • Sleeps 4

✦ Design-forward retreat with a sunlit living room—large leather sofa, lounge chairs, wall-mounted TV, and a sleek linear fireplace. Glass-top dining for four flows to a chef-ready galley kitchen with wall oven, quartz counters, and a breakfast bar for two; slide the doors to a private, greenery-framed deck. Two serene bedrooms (king + queen). Spa bath with walk-in shower, and soaking tub. In-home laundry, hardwood floors and fast Wi-Fi. Modern and thoughtful decor—perfect base for your stay.

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.

Toronto Island Cottage

This beautifully furnished, bright, and airy cottage is located just eight minutes south of the city, on the picturesque Toronto Island. This is a unique opportunity to experience all that the islands offer in a stylish setting. Perfect for a staycation or vacation, the cottage is well-equipped with everything you need to make the most of your time. The serene community is accessible only by ferry or water taxi. The view of the Toronto Harbour and skyline is absolutely epic – enjoy!

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.”

Grande Victorian Retreat

Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Modern Condo | Breathtaking Views | CN Tower

Stay in the heart of Toronto! Our stylish, freshly renovated condo is steps from the CN Tower, Rogers Centre (Blue Jays), Scotiabank Arena (Maple Leafs, Raptors), Metro Toronto Convention Centre, exhibitions, concerts, and top attractions. Soak in million-dollar views of Toronto downtown skyline, Lake Ontario, and Centre Islands from your private balcony on the 43rd floor, day or night, Toronto’s most iconic vista. Enjoy modern decor, luxury amenities, and vibrant city living.

Cozy and Modern Lower-Level Suite in Corso Italia

Welcome to your home away from home! This newly updated, bright and cozy suite is nestled in Toronto’s buzzing Corso Italia neighbourhood. This apartment offers the perfect blend of comfort, privacy, and convenience. Whether you're here for a short stay or a longer getaway, you'll enjoy a comfortable retreat in this recently renovated and thoughtfully designed space. You will have access to the entire apartment accessible via a separate entrance located in the backyard.

Cozy and bright apartment, private entrance, clean

Our cozy apartment is walking distance to subway, restaurants and dining, close to Greektown, downtown Toronto and the beach. It is fully furnished, with kitchen and bathroom, free laundry, free high speed wifi internet, Roku TV, access to BBQ and lovely backyard, in a friendly and safe neighbourhood, smoke free. Paid street parking only, with plenty of available spots. Our place is good for couples, solo adventurers, business travellers.