
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.

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.

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.

The Penty: Luxurious Penthouse with Pool, Hot Tub
Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Stylish Home in Downtown Toronto, Walkable area
Discover Toronto from our newly renovated, spacious apartment with a private balcony on Queen Street W! Steps to trendy spots (bars, restaurants, attractions, groceries, LCBO) and easy streetcar access for city exploration. Enjoy morning Nespresso™ coffee with CN Tower views on the balcony. Key Locations: 2 mins walk to Queen St W and Portland St 8 mins walk to King St W and Portland St 13 mins walk to Trinity Bellwoods Park 13 mins walk to Art Gallery of Ontario 10 mins drive to CN Tower

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 .

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

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!!!

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.

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.

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.

Luxury Condo with City Views 16 mins to Airport
This 21st-floor one-bedroom condo offers stunning city views, renovated flooring throughout the apartment, and a premium Endy mattress for restful sleep. Ideal for business travelers or couples, the suite sleeps up to 4 guests with a King bed and sofa bed. Enjoy easy access to downtown’s top restaurants, coffee shops, galleries, and major attractions—all within walking distance. Unwind on the private balcony with skyline views. Book your stay today!

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 family-friendly rentals
Family-friendly home rentals with a hot tub

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Modern 1+Den condo steps away from CN Tower & Lake

Waterfront Condo Pool/Hot Tub/Free Parking/BMO Field

The Fort York Flat

Stylish Condo | Walk to BMO Field + Free Parking

Beautiful Lake View Studio Condo + 1 free Parking

Luxury Downtown Condo For 4 (CN Tower Views)

Charming Condo w Parking, CN Tower View & Pool
Family- and pet-friendly home rentals

Luxury and Spacious 1BR + Den - Financial District

Comfy Oasis In Historic Downtown Neighborhood

Stylish Yorkville Studio: Near U of T & ROM

Toronto style condo
Garden Home @ Trinity Bellwoods Park

Panoramic Views in Bright Loft + Free Parking

Trendy & Cozy 1BD Condo in the Heart of Toronto

4 BR, 3BA Modern Toronto Home | Espresso, Records
Family-friendly home rentals with a pool

The Luxe Escape | Premium 1BR in Yorkville | Gym

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury 1BR Luxury Condo • Sleeps 4 • Free Parking

Artsy and Comfy Home with a View

2BR Across from CN Tower & MTCC

Luxury Downtown Condo For 6 (CN Tower View)

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Chic King West Studio – FIFA at Your Door
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ507 | ﺩ.ﺇ499 | ﺩ.ﺇ540 | ﺩ.ﺇ573 | ﺩ.ﺇ635 | ﺩ.ﺇ698 | ﺩ.ﺇ746 | ﺩ.ﺇ786 | ﺩ.ﺇ698 | ﺩ.ﺇ628 | ﺩ.ﺇ573 | ﺩ.ﺇ562 |
| 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 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
Destinations to explore
- Rentals with a fireplace Old Toronto
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- Boutique hotels Old Toronto
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- Private suite rentals Old Toronto
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- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Downsview Park
- Financial District
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Art and culture Toronto
- Tours Toronto
- Nature and outdoors Toronto
- Sports activities Toronto
- Sightseeing Toronto
- Food and drink Toronto
- Things to do Ontario
- Entertainment Ontario
- Sightseeing Ontario
- Nature and outdoors Ontario
- Sports activities Ontario
- Food and drink Ontario
- Art and culture Ontario
- Tours Ontario
- Things to do Canada
- Tours Canada
- Sightseeing Canada
- Art and culture Canada
- Nature and outdoors Canada
- Entertainment Canada
- Food and drink Canada
- Sports activities Canada





