Family-friendly vacation rentals in Old Toronto

Find and book unique family-friendly homes on Airbnb

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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Top guest favorite
A spacious terrace features vibrant planters filled with a variety of flowers and plants. A sweeping view of Toronto's skyline is visible, with the CN Tower prominently standing among the towering glass buildings. Natural sunlight brightens the scene, highlighting the cityscape.
Condo in Entertainment District
4.96 out of 5 average rating, 198 reviews

Luxurious 1000 sq ft Private Terrace 2 Bed Condo

Relax amid the latest high-end furniture from Roche Bobois and Jardin de Ville, even a coffee table designed by Lenny Kravitz. The 1,000 square foot terrace boasts a 270-degree view of Toronto. Guests have access to hot tubs, a gym, sauna, and more. NOTE: Amenities (including the gym) in the building are temporarily closed due to COVID-19. The condo is furnished with high end furniture from Roche Bobois and Jardin De Ville... there's even a coffee table designed by Lenny Kravitz. Smart TV's everywhere and Sonos Sound system for indoor and outdoor listening pleasure. Our 1000 Square Foot terrace is very unique for a downtown location. You have a 270 degree view of the downtown and is a perfect entertainment spot. It's great for sun bathing and some pre-dinner drinks and conversation. Come have a great time in a safe and secure building with 24 hour concierge and security. There are 2 private bedrooms with queen size hotel style beds + available roll-away bed for groups of 5 people. 2 full bathrooms with all toiletries provided. The Kitchen comes fully equipped with all cooking utensils and pots and pans. If you're a coffee lover, you're really going to enjoy the coffee selection that is provided. Note: We have a spectacular sister property right next door, which boasts 3 bedrooms, plus a roll-away bed if needed, plus another 1000 square foot terrace. The 2 terraces are connected and will be accessible for large groups. The 2 condos hold a total of 12 people. Guests are allowed to use all amenities in the building. Amenities include the outdoor space on the 6th floor, which has hot tubs, many lounge areas, BBQ's and sun decks. The gym is also on the 6th floor along with the mens/womens change rooms, saunas/showers, a tv lounge and quiet sitting areas. You will need to bring your keys/fobs to gain access to the common areas. I live 5 minutes away from the building and almost always greet guests upon their arrival to show them around and take them up to the suite. I am readily available if guests need anything such as extra towels, supplies or even suggestions on where to go for dinner. Note: If for some reason I cannot meet and greet you upon your arrival, I will send you the lock-box instructions. The western end of Queen (sometimes simply referred to as "Queen West") is now best known as a centre for Canadian broadcasting, music, fashion, performance, and visual arts. Over the past 25 years, it's become a major Toronto tourist attraction. Public transit is closeby... streetcars on Queen Street and King Street, plus the Osgoode Subway station is just a short 2 minute walk. Both Union Station (train) and The Bus Terminal are just a 10 minute walk, Billy Bishop (Island Airport) is 10 minute taxi ride away and Pearson Airport can be reached by taxi or by the UP express train from Union Station. Please adhere to the following; NO loud music NO parties NO narcotics NO smoking indoors (balcony only) Please be respectful of your surroundings and the neighbours. The majority of the people who live in the building are full-time residents who go to work and don't want to have to deal with excessive noise and problems. Let's all make the AIRBNB experience a positive one!

Top guest favorite
A cozy living room is presented with a large floral artwork adorning one wall. A comfortable sofa with decorative cushions faces a television, while a wooden coffee table is positioned in the center. Light filters softly through the lace curtains, illuminating the space.
Home in Cabbagetown
4.94 out of 5 average rating, 129 reviews

Artist's Lovely Cabbagetown Century Home Downtown

Located in a peaceful historic neighbourhood, you'll feel right at home in this Arts and Crafts residence featuring authentic finishes, hardwood floors, private courtyard garden, and deck. A quaint cottage-like gem filled with the artist's original works. Fast hi-speed Wi-Fi, premium cable. One block from streetcars. Many award-winning restaurants, jazz bars and gourmet shops. Walking distance to the core of Toronto's downtown. Street parking and city lot on the block. Superhost for 11 years.

Top guest favorite
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 Centre Island
4.94 out of 5 average rating, 215 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 favorite
Apartment in Entertainment District
4.92 out of 5 average rating, 130 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Guest favorite
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, 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

Top guest favorite
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
5 out of 5 average rating, 108 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!!!

Top guest favorite
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 Centre Island
4.95 out of 5 average rating, 110 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 favorite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Apartment in Cabbagetown
4.93 out of 5 average rating, 179 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Top guest favorite
A modern living space features a comfortable blue couch accompanied by decorative cushions. Two minimalist wooden tables are positioned in front, one holding a small potted plant. Framed photographs adorn the wall, adding a touch of character to the room.
Apartment in The Beaches
4.99 out of 5 average rating, 106 reviews

Modern Beach Studio Suite

Welcome to the beach! This newly renovated private studio suite is bright, spacious, modern and the perfect hub for exploring Toronto. Located south of Queen Street and just a two-minute walk from the beach and boardwalk, you’ll be close to some of Toronto’s cutest shops, pubs and restaurants. Visiting Toronto for FIFA World Cup? You're a thirty-minute drive to BMO Field! You’ll also be just a 10-minute streetcar ride (or short walk) from Drake’s music venue, History.

Guest favorite
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
4.83 out of 5 average rating, 274 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.

Top guest favorite
Home in Corktown
4.99 out of 5 average rating, 246 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Steps from the Distillery District this Top 1% listing is a beautifully restored 1870s row-house that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located at the Distillery District, 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 favorite
A spacious open-concept living area is presented, featuring a cozy couch and two armchairs arranged around a round coffee table. A large TV is mounted on the wall, and a rug with black and white stripes adds a touch of style. Plants and decorative art complete the inviting ambiance.
Home in East York
4.97 out of 5 average rating, 221 reviews

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Popular amenities for Old Toronto family-friendly rentals

When is the best time to visit Old Toronto?

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

  • Total vacation rentals

    Explore 5,810 vacation rentals in Old Toronto

  • Verified guest reviews

    Over 153,810 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 1,450 rentals that welcome pets

  • Vacation 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 vacation 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

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