
Holiday rentals in Old Toronto
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Top-rated holiday rentals in Old Toronto
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New! 4-Storey Loft + Terrace in Little Italy
Charming 4-Storey Loft Pied-à-Terre with Private Rooftop Terrace – Loft conversion in a historic Victorian on a tree-lined street in one of Toronto’s most beautiful neighbourhoods. Bright, airy interiors with soaring 20 ft ceilings and a lofted second floor. Live like you're a local in the heart of Little Italy — steps from cafés, restaurants, local shops, food markets and TTC, with Ossington, King & Queen West a short walk away. Enjoy this cozy retreat in the ultimate best location in the city!

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.

Bright Kensington Market studio
Quaint and cozy, second floor studio apartment in Kensington Market. Set in a vibrant community, amid shops and sounds of market bustle. Bright in the mornings and especially lively during weekends If you’re sensitive: It’s an old building. Water temp and pressure takes a brief moment to adjust, as expected. Also there is no elevator, just stairs up to the apartment. It’s not a neighborhood for people who require silence. Light sleepers may want to bring their sleep mask and ear plugs

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.”

Fabulous home in Toronto
Welcome Home! We are delighted to open our doors and hearts to you, inviting you to experience a stay that combines the warmth of home with the luxury of a dreamy getaway. Nestled in the heart of Toronto/East York, our charming basement apartment offers a unique blend of modern convenience and homely comfort. Whether you are traveling for business, planning a romantic escape, or embarking on a family adventure, our carefully curated space is designed to cater to all your needs.

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.

Charming Designer Suite in Leslieville
This walk-out lower-level suite feels airy and inviting, with portions above grade and 7-foot ceilings that fill the space with natural light. Recently designer-renovated, it features brand new flooring, a sleek modern kitchen, and thoughtful decor throughout. Just a 30-second stroll to the streetcar, nestled on a quiet, tree-lined street. A short walk from the heart of Leslieville with trendy restaurants, quirky coffee shops & breweries, plus right across from Greenwood Park.

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. Parking available if needed. * basement apt with separate entrance; family with small kids live upstairs. Only registered guests allowed in the suite.

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!

Mid town Toronto LGBTQ Friendly Chic & Comfortable
This urban chic place is perfect for solo, or couples/friends on vacation or business. Centrally located in mid-town Toronto between two subway stops (St Clair and Davisville on Line 1) plus 24 hour bus service, you are only 15 minutes from downtown or a 8 minute drive. On street parking is free! I look forward to hosting you in Toronto, the world’s most multicultural city !

Modern Condo Steps from Eaton Centre & Sonkofa Sq
Located in the heart of downtown Toronto, this stylish condo is ideal for couples, solo travelers or small groups. This 1-bedroom, 1-bathroom condo comfortably sleeps 4 guests and features a queen bed, sofa bed, 55-inch TV, and a fully equipped kitchen. With top attractions and restaurants just minutes away, you’ll enjoy both comfort and convenience in the city’s vibrant core.
Popular amenities for Old Toronto holiday rentals
Other great holiday rentals in Old Toronto

Private bed with attached bathroom

Serene Garden Retreat

Room with a private garden in the Bluffs

Bright large private bedroom

Cozy house @Toronto downtown

Private Room in a home in The Beaches Toronto, CA

Near Subway Cozy Basement Suite Private Bath Queen

East York Parkside Stay: Cozy 1BR Suite by Transit
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ₹7,645 | ₹7,645 | ₹8,089 | ₹8,623 | ₹9,423 | ₹10,223 | ₹10,401 | ₹10,667 | ₹10,490 | ₹9,601 | ₹10,134 | ₹8,356 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals in Old Toronto

Total holiday rentals
Explore 16,330 holiday rentals in Old Toronto

Verified guest reviews
Over 522,810 verified reviews to help you choose

Family-friendly holiday rentals
5,340 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 3,090 rentals that welcome pets

Holiday rentals with a pool
2,540 properties feature pools

Rentals with dedicated workspaces
8,900 properties have a dedicated workspace

Wifi availability
16,070 of Old Toronto holiday rentals include wifi 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
Destinations to explore
- Rentals with a sauna Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a cinema Old Toronto
- Rentals with lake access Old Toronto
- Apartment rentals Old Toronto
- Rentals with beach access Old Toronto
- Beachfront rentals Old Toronto
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- Rentals with an EV charger Old Toronto
- Smoking-friendly rentals Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Rentals with a patio Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Rentals with breakfast Old Toronto
- Pet-friendly rentals Old Toronto
- Family-friendly rentals Old Toronto
- Rentals with outdoor seating Old Toronto
- Flat rentals Old Toronto
- Bed and breakfasts Old Toronto
- Luxury rentals Old Toronto
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- Rentals with pools Old Toronto
- Serviced apartment rentals Old Toronto
- Townhouse rentals Old Toronto
- House rentals Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Waterfront rentals Old Toronto
- Rentals with a hot tub Old Toronto
- Rentals with a kayak Old Toronto
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Things to do Old Toronto
- Things to do Toronto
- Sightseeing Toronto
- Food and drink Toronto
- Art and culture Toronto
- Nature and outdoors Toronto
- Tours Toronto
- Sports activities Toronto
- Things to do Ontario
- Tours Ontario
- Art and culture Ontario
- Food and drink Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Things to do Canada
- Sightseeing Canada
- Nature and outdoors Canada
- Food and drink Canada
- Art and culture Canada
- Sports activities Canada
- Tours Canada
- Entertainment Canada