
Holiday houses in Old Toronto
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Top-rated holiday rentals in Old Toronto
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Luxe Cozy Downtown 1BR Condo w/Views
Welcome to your 1-bedroom luxurious high-floor retreat in the heart of downtown Toronto! All just steps from Bay & College What You’ll Love: • High floor with city skyline views • Extra tall ceilings & full-height windows • Bright and airy space with abundant natural light • Fully equipped kitchen & in-unit laundry • High-speed Wi-Fi&Smart TV • Walk Score 99 – subway, U of T, Eaton, Restaurant all within minutes Perfect for couples, or solo traveler who want premium comfort in a prime location.

Big Bright Artist’s Own Victorian - Modern Scandi
Enjoy charm and style in this artist’s own spacious and bright 1 bdrm. This restored Victorian home features a modern Scandinavian kitchen with Cambria quartz counters and Bosch appliances. Unwind with in-ceiling speakers and movie nights on a 65” Frame TV. Walk to trendy Dundas & Ossington district, known for its top restaurants, lively nightlife, cafés, and boutiques. Stroll through nearby Trinity Bellwoods Park. Transit and bike share steps away. Private entrance and foyer. True urban oasis!

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Bright Two Story Loft, Downtown TO, FREE Parking
Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

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.

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.

The One in Yorkville-Previously Four Seasons Hotel
Our chic apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

Modern & Sleek Condo Near Everything + 1 Parking
Located in Toronto’s historic Cabbagetown, this chic condo is the perfect spot for those looking to enjoy both the tranquility of green spaces and the excitement of downtown. Explore nearby attractions like the Distillery District and Allan Gardens, or relax in this professionally decorated, private condo. With no shared spaces and professional cleaning between each guest, your stay will be both comfortable and effortless.

Vibrant Stay with Skyline Views + 1 Free Parking
Relax in a professionally decorated condo, designed for comfort and style, and thoroughly cleaned between every guest. Set in Toronto’s lively lakefront area, you’re within walking distance of top attractions including the CN Tower, Ripley’s Aquarium, Rogers Centre, and the bustling Harbourfront. With endless restaurants, shopping, and culture nearby, this private retreat is perfectly located for your downtown adventures.

Modern Studio @ Downtown | Clean & Convenient
Very comfortable studio with amazing view in the Entertainment District. Ideal for business trip or couples exploring Toronto. Convenient location surrounded by cinema, theaters, bars, clubs, coffee shops and restaurants. Right next to grocery store and Shoppers Drug Mart (drug store). 100% walk score, steps away from major attractions: TIFF, CN Tower, Rogers Centre, City Hall, Scotiabank Arena, AGO, ROM and more!

The Snug Oasis - Burrow (Near Airport)
Make some memories at this enchanting, family-friendly ranch style estate. Welcomed by old Oak trees and classic stone facades, your suite is on the ground floor. A warm wooden chamber abundant in antique charm, it overlooks the gorgeous garden and resort size pool. Birds chirping, bunnies visiting; nearby restaurants and poolside barbecues make it the perfect retreat!

Bright & Stylish 1 Bedroom Condo in King West
My condo is at the heart of Toronto’s Entertainment/Fashion Districts and has everything you need for fantastic stay. The city’s trendiest restaurants and bars, theatres and sporting venues are steps away. Whether enjoying a short vacation or staying for an extended time, you’ll have all the comforts of home and access to the best Toronto has to offer. Welcome!
Popular amenities for Old Toronto holiday rentals
Other great holiday rentals in Old Toronto

Stylish TO Condo | CN Tower View | Walk Score 99

Sleek Condo with Waterfront Views & 1 Free Parking

Stylish Downtown 1BR Condo | Balcony & City Views

A Sunny Bedroom + Private Bathroom in Downtown

Chic, Centrally Located 1 Bedroom Suite

! Entire Home Feb 11-18! Unique!

College Street Comfort

Stunning Family-Friendly | Parking & City Views!
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $122 AUD | $122 AUD | $129 AUD | $138 AUD | $151 AUD | $163 AUD | $171 AUD | $175 AUD | $165 AUD | $152 AUD | $141 AUD | $138 AUD |
| 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 16,850 holiday rentals in Old Toronto

Verified guest reviews
Over 538,960 verified reviews to help you choose

Family-friendly holiday rentals
5,610 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 3,230 rentals that welcome pets

Holiday rentals with a pool
2,620 properties feature pools

Rentals with dedicated workspaces
9,230 properties have a dedicated workspace

Wi-Fi availability
16,570 of Old Toronto holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Townhouse rentals Old Toronto
- Rentals with lake access Old Toronto
- Bed and breakfasts Old Toronto
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- Loft rentals Old Toronto
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- Rentals with a patio Old Toronto
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- Hotel rooms Old Toronto
- Apartment rentals Old Toronto
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Sports activities Toronto
- Food and drink Toronto
- Art and culture Toronto
- Sightseeing Toronto
- Things to do Ontario
- Sports activities Ontario
- Food and drink Ontario
- Tours Ontario
- Entertainment Ontario
- Nature and outdoors Ontario
- Art and culture Ontario
- Sightseeing Ontario
- Things to do Canada
- Tours Canada
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