
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 6,080 holiday rentals in Old Toronto

Verified guest reviews
Over 166,560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 1,530 rentals that welcome pets

Holiday rentals with a pool
1,040 properties feature pools

Rentals with dedicated workspaces
3,720 properties have a dedicated workspace

Wifi availability
5,990 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 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.

Beautiful Petit Gem Ap. In Downtown! Walk Anywhere
Welcome to our lovely petit aparment in heart of downtown Toronto! Our place has everything you might need in order to enjoy the city, work remotely and have a great time when the weather outside is not the best! Located right in downtown, you can basically walk anywere fast: Eaton Centre, Dundas Square, U Toronta, etc. Enjoy many of the high end stores located in the area and also some of the best restaurants! The entire place is sensitized using UV lights and COVID 19 cleaning solutions.

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.

Loft-Style Private Studio Little Italy/Ossington
From the exposed brick, to original artwork, to massive private bathroom with double vanity, this basement suite in our home has been renovated and decorated to feel like a loft. The double bed is brand new with a 16" mattress sure to deliver an excellent night's sleep. You will find a brand new, 42" smart TV resting on a unique mantlepiece refashioned from an antique upright piano, as well as a kitchenette with convection oven/air fryer, Keurig coffeemaker, and stainless steel mini fridge.

Bright & Spacious 3BR Family Home | Walk to Subway
Stay in a bright & spacious 3 BR home just steps from Coxwell Subway, with direct access to downtown Toronto in 10 minutes. Perfect for families, small groups, or business stays, this home combines space, comfort, and unbeatable transit access in one of Toronto’s best walkable neighbourhoods. This family friendly home is full of natural light and features a spacious kitchen, cozy gas fireplace and a sunroom that opens onto a patio. Unwind in the spa bathroom with a soothing soaker tub.

Adorable, modern tiny home in Leslieville
Kick back and relax in this calm, stylish space. 10 minute walk to History! 15 minute walk to the beach! Complete with kitchenette, 3 piece bathroom, and an upstairs bedloft (watch your head - 5'3"). There's a queen bed upstairs and a Spaze pullout sofabed downstairs. Rounding out the space is a TV, highspeed internet, and a minisplit ductless AC/heat pump. Linens and towels are provided. Please note steep stairs and low headroom in the loft. Operator Registration STR-2109-FMGHHC.

Modern Downtown Loft with Private Garden
Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

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.

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.

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.

Debonair Condo Heart of Toronto w/Free Parking
Enjoy a stylish experience at our centrally located home. Take advantage of charming cafes, Michelin-star restaurants, and boutiques at your doorstep. Steps from the following (walking times) - Financial District - 9 min - St. Lawrence Market - 6 min - Eaton Centre - 12 min - Distillery District - 18 min - St. Michael's Hospital - 9 min Note: there is a new condo building under construction which partially obstructs the view. This is not yet captured in the photo.

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.

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
Family-friendly home rentals with a hot tub

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

Beautiful High Rise View Condo W/Pool&Free Parking

Backyard Oasis | Hot Tub & Playground | Near DT

The Penty: Luxurious Penthouse with Pool, Hot Tub

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

Stylish 1BR on Toronto’s Harbourfront

Stylish Downtown Toronto Condo + Free Parking

Fort York- Lake View Studio Condo + Indoor Parking
Family- and pet-friendly home rentals

Sun-Filled Two-Storey Loft | 15 Minute FIFA Walk!

Charming Apartment with Patio in Midtown Toronto

Main fl Annex, private garden oasis, welcome dogs!

A spectacular and authentic loft!

Bellwoods Flat with Rooftop Patio & CN Tower View!

Spacious Mid Century w/Patio
Garden Home @ Trinity Bellwoods Park

Modern 1BR Toronto Downtown Condo, King size bed
Family-friendly home rentals with a pool

Stylish Downtown Toronto Condo | Lakeside Living

Stunning Skyline View Condo, Steps to CN Tower

Indigo Lantern!

Luxe Cozy Downtown 1BR Condo w/Views&Free Parking

Midtown Penthouse - Toronto City Skyline View

Modern Downtown Condo/UofT/ Skyline View/Eaton Ctr

Urban Luxury Condo in Downtown Toronto

Private balcony + pool & hot tub & great view
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £102 | £108 | £117 | £116 | £129 | £142 | £152 | £160 | £142 | £128 | £116 | £114 |
| 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 |
Destinations to explore
- Rentals with lake access Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a cinema Old Toronto
- Rentals with a sauna Old Toronto
- Hotel rooms Old Toronto
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
- House rentals Old Toronto
- Townhouse rentals Old Toronto
- Fitness-friendly rentals Old Toronto
- Rentals with an EV charger Old Toronto
- Waterfront rentals Old Toronto
- Beachfront rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Luxury rentals Old Toronto
- Aparthotel rentals Old Toronto
- Rentals with a kayak Old Toronto
- Rentals with breakfast Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Rentals with pools Old Toronto
- Flat rentals Old Toronto
- Apartment rentals Old Toronto
- Rentals with a patio Old Toronto
- Smoking-friendly rentals Old Toronto
- Pet-friendly rentals Old Toronto
- Bed and breakfasts Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Rentals with outdoor seating Old Toronto
- Serviced apartment rentals Old Toronto
- Guest house rentals Old Toronto
- Boutique hotels Old Toronto
- Rentals with beach access Old Toronto
- Rentals with a hot tub Old Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Union Station
- Metro Toronto Convention Centre
- Downsview Park
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Niagara Falls State Park
- Toronto Zoo
- Scarborough Town Center
- Exhibition Place
- Niagara Falls
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Massey Hall
- Enercare Centre
- York University
- Sheppard–Yonge Station
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Tours Toronto
- Entertainment Toronto
- Art and culture Toronto
- Sightseeing Toronto
- Sports activities Toronto
- Food and drink Toronto
- Things to do Ontario
- Food and drink Ontario
- Wellness Ontario
- Entertainment Ontario
- Tours Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Things to do Canada
- Sightseeing Canada
- Food and drink Canada
- Entertainment Canada
- Art and culture Canada
- Tours Canada
- Nature and outdoors Canada
- Sports activities Canada





