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Apartment holiday rentals in Old Toronto

Find and book unique apartments on Airbnb

Top-rated apartment rentals in Old Toronto

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Top Guest favourite
Apartment in Discovery District
4.88 out of 5 average rating, 33 reviews

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.

Top Guest favourite
Apartment in Liberty Village
5 out of 5 average rating, 125 reviews

Charming Liberty Village condo! - Casa di Leo

Enjoy a memorable stay at this unique condo located in the heart of Liberty Village. Just steps from downtown Toronto, BMO Stadium, & Budweiser Stage, you’re never far from where you need to go. With beautiful unobstructed park and city views, you can take it all in while you enjoy your little slice of paradise. The condo is designed with warmth, character, and meaning to feel as welcoming and comfortable as possible. You’ll instantly feel at home here. Thank you for choosing Casa di Leo!

Top Guest favourite
A living area is presented with a modern aesthetic, featuring a vibrant orange sofa and a green accent chair. A round dark table sits in the center, complemented by a TV mounted on a sleek black wall unit. Natural light filters through windows.
Apartment in Little Portugal
5 out of 5 average rating, 33 reviews

Luxurious Dundas West Apartment

Welcome to your sanctuary in the heart of Dundas West! First floor of a detached home that offers a blend of modern, luxurious design and comfort, creating an inviting space perfect for solo travellers, couples, or friends. The 850+ sq ft open-plan layout maximizes space, offering a comfortable environment for relaxation or productivity. Ample closet space to store your belongings for longer stays. Multiple workspaces for remote work or study. Well situated with two Streetcar lines steps away.

Top Guest favourite
A comfortable living area is featured, highlighting a modern TV mounted on a stylish unit. The room incorporates large windows that allow natural light to fill the space, revealing views of the city. A cozy couch and patterned rug enhance the relaxing atmosphere.
Apartment in Harbourfront
5 out of 5 average rating, 55 reviews

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.

Guest favourite
An open-concept living space is highlighted by large windows and high ceilings. A dining table with blue chairs sits beside a stylish kitchen. A comfortable sectional couch is visible in the living area, while an eye-catching artwork adorns the wall. Stairs lead to the lofted bedroom.
Apartment in Saint James Town
4.97 out of 5 average rating, 79 reviews

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!

Top Guest favourite
A bright living area is displayed with a spacious sectional sofa, accented by colorful throw pillows. A wooden coffee table rests on a patterned rug, with sunlight filtering through large windows, illuminating potted plants placed strategically around the room.
Apartment in Entertainment District
4.98 out of 5 average rating, 96 reviews

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.

Top Guest favourite
A modern bathroom features dual sinks situated on a sleek stone vanity. A freestanding soaker tub overlooks expansive windows with city views. Natural light is complemented by a decorative chandelier and a framed artwork on the wall, enhancing the serene atmosphere.
Apartment in Saint James Town
5 out of 5 average rating, 32 reviews

2500 sqft of luxury high above the city- penthouse

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Top Guest favourite
An inviting living area features a comfortable sofa with assorted cushions, positioned beside a sleek wooden coffee table. Large windows allow natural light to flood the space, showcasing the greenery outside. A unique rocking chair adds a cozy touch to the serene setting.
Apartment in The Beaches
5 out of 5 average rating, 31 reviews

Bright Beaches Apt & Garden

Beautiful and serene studio apartment in the heart of the Beaches with a separate entrance and garden with a seating area. Walking distance to liquor/wine stores, marijuana dispensaries, History concert venue, bakeries, coffee shops, organic and regular grocery stores, streetcar/tram, and of course, Lake Ontario and the Woodbine Beach & boardwalk. For the health conscious guests, we have a Vitamix blender, weights and a yoga mat- so you can keep up your fitness routines while travelling.

Top Guest favourite
Apartment in Kensington Market
4.92 out of 5 average rating, 26 reviews

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

Top Guest favourite
A modern living area is highlighted by a sleek sofa and a glass coffee table atop a zebra-patterned rug. An open layout reveals a kitchen area equipped with contemporary appliances. Art pieces adorn the walls, and a smart TV is mounted for entertainment.
Apartment in Yorkville
5 out of 5 average rating, 73 reviews

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.

Guest favourite
Apartment in Toronto
5 out of 5 average rating, 5 reviews

King West Loft Steps to CNTower/Financial District

Experience downtown Toronto living at its finest in this oversized loft located right on King Street West — just steps from the Financial District, CN Tower, and Entertainment District. This modern loft features luxury finishes, 9ft ceilings, an open-concept living space, and floor-to-ceiling windows that fill the suite with natural light. The kitchen is equipped with a gas range, and sleek stone countertops. Minutes to Union Station, TTC, and all major transit options.

Top Guest favourite
A bright and inviting bedroom features a spacious bed with white linens, framed tropical prints on the walls, and a lamp beside a potted plant. Floor-to-ceiling windows offer stunning views of the city skyline, allowing natural light to fill the space.
Apartment in Discovery District
4.93 out of 5 average rating, 575 reviews

Million Dollar City Views w/ Standup desk, monitor

Gaze at a seemingly unending city view through the floor to ceiling windows of this condo that sits high above the downtown hustle. The 46" HDTV has cable and full streaming, the kitchen is fully equipped with a Nespresso and full sized stove, oven and fridge. Easily work from home at the height adjustable standup desk with 19" external monitor, wireless keyboard and mouse. Perfect for a couple on a weekend getaway or an extended stay of up to 3 months.

Popular amenities for Old Toronto apartment rentals

When is the best time to visit Old Toronto?

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Avg. price$144 NZD$144 NZD$151 NZD$162 NZD$177 NZD$192 NZD$206 NZD$216 NZD$204 NZD$194 NZD$176 NZD$166 NZD
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Quick stats about apartment rentals in Old Toronto

  • Total holiday rentals

    Explore 6,390 holiday rentals in Old Toronto

  • Verified guest reviews

    Over 143,270 verified reviews to help you choose

  • Family-friendly holiday rentals

    1,910 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 1,290 rentals that welcome pets

  • Holiday rentals with a pool

    1,140 properties feature pools

  • Rentals with dedicated workspaces

    3,210 properties have a dedicated workspace

  • Wi-Fi availability

    6,270 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

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