Vacation rentals in Old Toronto

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Top-rated vacation rentals in Old Toronto

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite
Apartment in Playter Estates-Danforth
5 out of 5 average rating, 9 reviews

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.

Top guest favorite
The exterior of the laneway house features a modern design, characterized by large windows and a dark facade. It is surrounded by mature trees and a well-maintained yard, creating a serene atmosphere. A stone pathway leads to the entrance, inviting guests into the space.
Home in Parkdale
5 out of 5 average rating, 52 reviews

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.

Guest favorite
A modern living space featuring a comfy sofa and an accent chair. The wall is adorned with a flat-screen TV and a stone facade. A dining area with a small table complements the fully equipped kitchen, illuminated by contemporary pendant lighting.
Condo in Harbourfront
4.93 out of 5 average rating, 55 reviews

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.

Top guest favorite
The living area features a modern design with a comfortable sofa accented by patterned pillows. A marble dining table is surrounded by elegant chairs. A striking chandelier hangs above, while a large round mirror reflects the ambient light from windows dressed in soft curtains.
Home in Corktown
4.99 out of 5 average rating, 239 reviews

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.”

Top guest favorite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Apartment in Annex
5 out of 5 average rating, 42 reviews

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.

Top guest favorite
A panoramic view of Toronto’s skyline captures a vibrant tapestry of illuminated buildings, with varying heights and designs. The scene features reflections of colorful lights on glass façades, creating a dynamic urban atmosphere against the backdrop of a dark sky.
Condo in Entertainment District
4.95 out of 5 average rating, 44 reviews

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.

Top guest favorite
Private room in Annex
4.95 out of 5 average rating, 783 reviews

Downtown Toronto Private Apartment in the Annex

This 1900s vintage-style modern private apartment is in the lower part of our house in the Annex which showcases stained-glass windows from the famed Honest Ed's store. No part of this space is shared. Heated floors, AC provide comfort year round. Summerhill Market for freshly prepared meals and salads is in the next block across the street. Close to Bathurst subway and bus station. Free underground parking, 3.1 KM away. Paid parking at 10 Walmer Rd. Parking is 1.5 KM away.

Top guest favorite
A cozy living area features two brown lounge chairs and a small wooden table positioned on a multicolored striped rug. A television mounted on the wall displays a scenic landscape, while a small plant adds a touch of greenery.
Apartment in East York
4.94 out of 5 average rating, 69 reviews

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.

Superhost
A clean private room features a full-size bed with neatly arranged white linens and two rolled towels placed at the foot. A small desk and chair are situated by a window, allowing natural light to brighten the space.
Private room in Toronto
4.91 out of 5 average rating, 139 reviews

#2 Private room close to Lansdowne Subway Station

Clean Private room that locate close to Lansdowne subway station. This room for 1 person only. if you have an extra guest, please book room 1 or 3. A 8 minute walk or 2 mins with Bus (3 stops away) from Lansdowne station. No Kitchen. Full size bed, wifi, shared washroom, towel, Shampoo and bodywash Bathroom will be clean daily. Street parking only (midnight - 7AM need permit) for parking options, please check "other details"

Top guest favorite
A modern living area showcases floor-to-ceiling windows offering city views. A sleek black sofa with decorative cushions is paired with two white chairs. A marble feature wall serves as a backdrop for a fireplace, complemented by a round coffee table accessorized with decor.
Apartment in Entertainment District
5 out of 5 average rating, 29 reviews

Rare One of a Kind Sub-Penthouse + Parking

Welcome to our luxurious downtown sub-penthouse retreat. Designed with comfort and style in mind, this spacious home features two queen beds and a cozy sofa bed, making it ideal for families or groups. Enjoy cooking in the sleek, fully equipped kitchen, and unwind with modern amenities throughout. Whether you're visiting Toronto for business or leisure, this is the perfect home base for your stay.

Top guest favorite
Home in Toronto
4.96 out of 5 average rating, 25 reviews

Cozy Modern Studio in Toronto’s Upper Beaches

Bright Modern Studio in Upper Beaches Enjoy this newly renovated, cozy studio with a full kitchen, private bathroom, and separate entrance. Bright, quiet, and modern, it’s perfect for one or two guests. Includes in-unit laundry, Wi-Fi, and all essentials. Located in a peaceful Upper Beaches neighborhood, close to cafés, parks, transit, and the lake — your relaxing Toronto getaway awaits!

Top guest favorite
Condo in Yorkville
5 out of 5 average rating, 12 reviews

Yorkville Luxury • 2BR Condo w/ Views + Parking

Experience upscale living in the heart of Yorkville. This stylish 2-bedroom, 2-bath condo features modern finishes, luxury Miele appliances, a wine fridge, Nespresso, and in-suite laundry. With 2 bedrooms plus a sofa bed, it comfortably sleeps up to 6. Relax on the balcony with city views, then step outside to world-class dining, designer shopping, and Toronto’s top attractions.

Popular amenities for Old Toronto vacation rentals

When is the best time to visit Old Toronto?

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Quick stats about vacation rentals in Old Toronto

  • Total vacation rentals

    Explore 16,330 vacation rentals in Old Toronto

  • Verified guest reviews

    Over 522,810 verified reviews to help you choose

  • Family-friendly vacation rentals

    5,340 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 3,090 rentals that welcome pets

  • Vacation rentals with a pool

    2,540 properties feature pools

  • Rentals with dedicated workspaces

    8,900 properties have a dedicated workspace

  • Wi-Fi availability

    16,070 of Old Toronto vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Old Toronto rentals

  • 4.8 Average rating

    Old Toronto stays are highly rated by guests—averaging 4.8 out of 5!

  • Nearby attractions

    Old Toronto's top spots, include CN Tower, Rogers Centre, and Toronto Eaton Centre

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