Family-friendly holiday rentals in Old Toronto

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Old Toronto

  • Total holiday rentals

    Explore 5,810 holiday rentals in Old Toronto

  • Verified guest reviews

    Over 153,810 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 1,450 rentals that welcome pets

  • Holiday rentals with a pool

    990 properties feature pools

  • Rentals with dedicated workspaces

    3,520 properties have a dedicated workspace

  • Wi-Fi availability

    5,740 of Old Toronto holiday 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

Top-rated family-friendly rentals in Old Toronto

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Superhost
A modern high-rise building reflects a sleek architectural design, situated on a bustling city street. Surrounding structures show a mix of contemporary and historic elements. Traffic signals and crosswalks indicate active pedestrian traffic, enhancing the vibrant urban setting of downtown Toronto.
Condo in Downtown Toronto
4.89 out of 5 average rating, 102 reviews

Modern Downtown Studio w/ City View

Located in the entertainment district of downtown core, this private and functional studio apartment offers great north facing city views with lots of natural light and a short walk to Financial District, subway, Theatre District, Fine Dining & Cafes. From ambient mood lighting to luxury bathroom amenities, this high-floor studio apartment offers a peaceful and quiet escape for you to relax after the fast paced and busy lifestyle of downtown Toronto. You are only steps away from the action...

Guest favourite
An open living area is visible, featuring a dark sofa and a wooden dining table set for four. A wall-mounted television is located opposite the sofa, while large floor-to-ceiling windows allow natural light to brighten the space, accented by sheer curtains.
Condo in Downtown Toronto
4.95 out of 5 average rating, 105 reviews

Modern 1BR Toronto Downtown Condo, King size bed

Located in the heart of downtown, this new modern and stylish 1 bedroom condo will be the perfect stay for your next Toronto experience. It features an open concept which blends functionality and comfort, it has soaring ceilings and floor-to-ceiling window. All major attractions and arenas are walking distance to where you will be staying. Events at, Roger’s centre, CN Tower, Ripley’s Aquarium, the Exhibition place, Scotiabank Arena, TIFF lightbox and Waterfront activities are a few mins away.

Top Guest favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Toronto
4.95 out of 5 average rating, 225 reviews

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.

Top Guest favourite
The city skyline is illuminated at night, featuring the CN Tower prominently lit in red. A mix of modern skyscrapers reflects various colors, with a clear sky and moon visible in the background, highlighting the vibrant atmosphere of Toronto.
Condo in Downtown Toronto
4.98 out of 5 average rating, 163 reviews

Amazing Views, King Bed, Easy Access to World Cup!

Easy access for those going to FIFA World Cup events! Enjoy views from the large balcony with great views of the CN Tower, Lake Ontario and Toronto skyline! King size bed. Ideal for couples, solo guests, friends or those in town for work. Steps from Union Station with instant access to all major transit. Short walk to CN Tower, The Harbourfront, sports/concert venues, the Entertainment District, restaurants and shopping. No additional guests permitted. Please read the rules section in full!

Top Guest favourite
Home in Downtown Toronto
4.99 out of 5 average rating, 250 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Visiting for fifa? Stop here...Steps from the Distillery District downtown, this Top rated listing is a beautifully restored 1870s row-house (townhouse) that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located downtown also close to St. Lawrence Market, 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
An open-concept space features a modern kitchen with stainless steel appliances and a dining area with clear chairs. A comfortable leather sofa is positioned in the living area, adorned with decorative pillows. Wall art depicting a cityscape compliments the stylish ambiance.
Condo in Downtown Toronto
4.96 out of 5 average rating, 588 reviews

Take in Panoramic City Views from a Sophisticated Condominium

This one-bedroom, two-bathroom suite on the 40th floor offers approximately 750 square feet of open-concept living. The bright and spacious layout features quality finishes, including granite countertops, stainless steel appliances, and floor-to-ceiling windows. All furnishings are of designer quality, creating a stylish modern and comfortable atmosphere. The skyline and city lights add to the overall experience. Suite includes, King-size bed, a work desk, washer/dryer, and plenty of space!

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 York
4.99 out of 5 average rating, 209 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

Top Guest favourite
A spacious living area features a dark gray sectional sofa and a wooden coffee table adorned with decorative items. Natural light illuminates the space, highlighting a gas fireplace underneath the wall-mounted television. A dining area with four chairs is visible in the background.
Home in Toronto
4.99 out of 5 average rating, 119 reviews

New! Private 1BR in Toronto by Danforth, Sleeps 4

Welcome to our stunning, newly renovated home in Toronto’s Old East York neighborhood, just a two minute walk from trendy Danforth Avenue and Pape Subway Station. This bright and airy, coastal-inspired retreat blends the comfort of home with the soothing simplicity of Maritime charm. This private oasis spans 750 square feet and is ideal for those seeking a peaceful escape in East York, with easy access to the best of Toronto. We'd put our accommodations up against the hotels of Toronto!!!

Superhost
A modern kitchen area features light cabinetry with colorful striped accents. A sleek countertop is accompanied by two black bar stools, providing a casual dining space. Essential appliances, including a kettle and coffee maker, are neatly arranged on the countertop.
Apartment in Downtown Toronto
4.88 out of 5 average rating, 109 reviews

Modern Condo w/Balcony Very Close To CN Tower!

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. Its located very close to all the major restaurants, bars and clubs. We provide High-speed WiFi, Cable TV/SHARP Roku Smart TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 1.1km - CN tower/Rogers Centre 750m - Union Station 1.3km - Air Canada Centre 1.6km - TIFF Bell Lightbox 350m

Top Guest favourite
A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.
Apartment in Toronto
4.96 out of 5 average rating, 113 reviews

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Guest favourite
Home in Downtown Toronto
4.9 out of 5 average rating, 105 reviews

Huge Artist Loft Coach House Downtown w/ Parking

1400 sf artist loft. Top floor 1920’s coach house. Leafy side street in cultural center. 3 min walk to Spadina Streetcar— 20min ride to FIFA at Toronto Stadium and Fort York. Kensington Market/AGO/UofT/OCAD/UHN within blocks. Antique carpets & deco furniture create a vibrantly authentic decor— this urban industrial jewel stands apart from cookie cutter condos! Queen mattress in bedroom, day bed/sofa in living room. Lots of flexible space. Free PARKING!

Top Guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 181 reviews

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Popular amenities for Old Toronto family-friendly rentals

When is the best time to visit Old Toronto?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$233 NZD$249 NZD$269 NZD$267 NZD$297 NZD$326 NZD$348 NZD$367 NZD$326 NZD$293 NZD$267 NZD$262 NZD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C

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