Holiday rentals in Old Toronto

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Top-rated holiday rentals in Old Toronto

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

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Top guest favourite
A modern living area features a spacious, cozy sectional sofa with decorative pillows. A large window offers views of the city skyline and access to a balcony adorned with patio furniture. Natural light fills the room, complementing the contemporary decor and wooden flooring.
Apartment in Liberty Village
4.98 out of 5 average rating, 122 reviews

Central condo in heart of Liberty Village +parking

Right on the park! Enjoy a comfortable & convenient stay in the heart of one the most vibrant neighborhoods in Toronto! ALL amenities within walking distance; Shops, bars, patios, groceries, parks, trails, restaurants, concerts, transit, nightlife (King st and Queen St) all just steps away. Short walk to the Waterfront/Lake Ontario, Coca-Cola Coliseum, Bud Stage, BMO field, Fort York, Bentway, CNE, & more! This location is PERFECT for quick & easy access to any experience the city has to offer!

Top guest favourite
A bright living area features a comfortable couch with decorative pillows and a small glass table. Light streams through large doors leading to a private deck. Hardwood floors enhance the spacious feel, complemented by a piece of wall art depicting trees.
Flat in Algonquin Island
5 out of 5 average rating, 34 reviews

Toronto Island Garden Suite Private 1 Bdrm w/ Deck

FIFA PERFECT PEACEFUL A beautiful oasis on Toronto Island, a 10 min. ferry ride from Toronto's downtown then 15 minutes to BMO field. It's an island park, the largest car free community in Canada. You will find some of Lake Ontario's finest beaches and nature walks & biking trails. The brand new suite has a private entrance and deck overlooking the garden, a full kitchen, a pull out couch, dining space, a queen bedroom, and 3 piece bathroom with a heated floor LAST FERRY FROM CITY AT 11:30 PM

Guest favourite
A panoramic view captures the CN Tower prominently against a clear blue sky. The reflective surfaces of nearby buildings glisten, while the shoreline of Lake Ontario merges with the cityscape. The Rogers Centre stands out with its distinctive domed structure in the foreground.
Apartment in Harbourfront
4.88 out of 5 average rating, 136 reviews

Chic High Rise Urban Retreat with CN Tower View

Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

Top guest favourite
A row of charming red-brick houses is depicted, showcasing distinct architectural features such as pointed roofs and decorative gables. Lush greenery and a well-maintained front yard add to the overall appeal. Street-level parking is visible with two vehicles parked nearby.
Townhouse in Kensington Market
4.93 out of 5 average rating, 111 reviews

The Kensington House

Two-floors, vastly spacious one bedroom house with over 1000 square feet of beautiful living space, high ceilings, and two outdoor decks. Located in vibrant Kensington Market, steps away from Augusta and all its charming and diverse cafés, restaurants and shops. The city is very accessible; a four minute walk to Little Italy, Chinatown, the 510 Spadina streetcar to Union or Spadina stations, or the 506 College streetcar to Queens Park (University Ave.) or College (Yonge St.) subway stations.

Top guest favourite
A modern living area features a sleek brown leather couch with decorative pillows, positioned across from a dark wooden coffee table. Bright natural light enters through large bay windows, complemented by light-filtering curtains. A decorative wall map and a large green plant add character to the space.
Home in Toronto
4.99 out of 5 average rating, 204 reviews

Welcome to Greenhills, a Charming Home w/ Parking

Clean Open Concept, Sun-Filled 2 Bedroom main floor home with PARKING; Can sleep up to 4 people. Featuring simple modern décor, queen size beds, big beautiful windows with room darkening curtains, closet storage. Dedicated office desks in bedrooms Full kitchen, with oil, seasoning spices, toaster, hot water kettle, Keurig Coffee Machine and complimentary coffee+tea. Clean bathroom with shampoo+conditioner+body wash+lotion SMART TV 60” Fast internet Wifi Check-In: 3PM Check-Out: 11AM

Guest favourite
A modern kitchen area features stainless steel appliances and sleek cabinetry, complemented by a glass dining table with two chairs. Wooden flooring adds warmth to the space, while a glass partition allows views of the adjoining bedroom.
Apartment in Harbourfront
4.92 out of 5 average rating, 267 reviews

Luxury Downtown Waterfront Condo + Free Parking

Luxury 1BR downtown condo, steps to Scotiabank Arena, Rogers Centre & Harbourfront. Ideal for business trips, couples & Toronto getaways. Located in Toronto’s Entertainment & Financial District, this modern waterfront condo puts you near top attractions, transit, restaurants, and nightlife. Enjoy 5-star building amenities, a spotless, well-designed space, and a comfortable hotel-style stay. Perfect for business travelers, couples, and tourists looking for a central downtown Toronto stay.

Guest favourite
A modern living area features a dark sofa and a light blue chair, positioned around a glass-top coffee table. A large wall-mounted TV is displayed, while decorative lanterns adorn a white console table with wicker baskets. Natural light streams through a window beside a potted plant.
Flat in Little Portugal
4.89 out of 5 average rating, 130 reviews

Cozy Private Apt DT Toronto + Free Parking

Step into this bright, cozy 1BR 1BA private suite in Toronto’s West End—minutes to great cafés, restaurants, shops, and easy transit to downtown. Ideal for couples, friends, or business travelers who want comfort and convenience. ✔ Queen Bedroom + Sofa Bed (Sleeps 4) ✔ Full Kitchen + Dining ✔ Workspace ✔ Smart TV + Streaming ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Shared Backyard ✔ Self Check-In Enjoy Toronto like a local! Coming for the 2026 World Cup? BMO Field is ~7 mins by car/taxi!

Guest favourite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 596 reviews

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.

Top guest favourite
Home in Corktown
4.99 out of 5 average rating, 243 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Named a Top 1% by Airbnb, former Plus listing & top 10 Toronto stay by BlogTO, this beautifully restored 1870s rowhouse blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown steps from St. Lawrence Market, the Distillery District, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Top guest favourite
A modern bedroom is furnished with a spacious wooden bed adorned with plush pillows and a soft blanket. A nightstand holds a sleek lamp, while a large window allows natural light to enhance the room's calming atmosphere. Colorful artwork decorates the wall, adding visual interest.
Apartment in Downtown Toronto
4.96 out of 5 average rating, 141 reviews

Chic Condo Studio with Balcony Heart of Downtown

Cozy & modern condo studio close to Eaton Center, Dundas Square, Ed Mirvish theatre, Massey Hall, City Hall, TMU(Ryerson University), Sickkids hospital, St. Lawrence Market, Art Galleries, fashion stores Streetcar right below the building, Dundas subway station mins away takes you around the city Restaurant, bar, supermarket, coffee shop all around Fully equipped, high speed internet, unique quiet private space in central Toronto make a comfy home during your stay

Guest favourite
A bright living area features a navy sofa bed positioned across from a black TV stand with a flat-screen television. Natural light floods in from the sliding glass doors that lead to a balcony, with greenery from a nearby plant adding a touch of nature.
Apartment in Entertainment District
4.9 out of 5 average rating, 230 reviews

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Superhost
A spacious living area features a light-colored sofa facing a large window, with natural light filling the space. A modern staircase leads to the upper level. Textured stone walls add depth, and a small wooden table is positioned next to a comfortable chair.
Loft in Entertainment District
4.82 out of 5 average rating, 265 reviews

Amazing 2 Storey Loft 3 BED In Central Downtown

This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

Popular amenities for Old Toronto holiday rentals

When is the best time to visit Old Toronto?

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Avg. price$110 SGD$110 SGD$116 SGD$124 SGD$135 SGD$147 SGD$153 SGD$157 SGD$148 SGD$137 SGD$126 SGD$124 SGD
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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 & child-friendly amenities

  • Pet-friendly holiday rentals

    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

  • Wifi availability

    16,570 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 Scotiabank Arena

Destinations to explore

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