
Family-friendly holiday 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.

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!

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.

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 .

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!!!

Luxury modern Victorian - private parking included
This recently renovated gem has all of the comforts of home, with a fully appointed kitchen that has everything you need to cook a great meal. Nespresso coffee and a selection of teas are also included. Two Smart TVs and a Bluetooth speaker for entertainment. Two comfortable beds and a spacious spa bathroom will make your stay feel like home. A work remote work set up is available for those who require it. The private backyard includes a gas BBQ and private parking is included.

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.

Beautiful Condo Across CN Tower and MTCC
A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

Charming Suite in the Riverdale area of Toronto
While staying in our charming suite, enjoy the comforts of home in our newly renovated space. Our basement suite is fully equipped with bed, bath and kitchenette and includes applicable linens. Enjoy breakfast with the use of our kitchenette including: bar fridge, kettle and a Kuerig coffee maker. Snuggle up after a full day of exploring in our comfortable queen bed. Enjoy the comforts of home while in the heart of the city. Mi Casa es su Casa!

Luxury 4BR Oasis: Year Round 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 !

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.

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
Popular amenities for Old Toronto family-friendly rentals
Family-friendly home rentals with a hot tub

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

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Stylish Condo | Walk to BMO Field + Free Parking

Luxury Downtown Condo For 4 (CN Tower Views)

Luxury 1 Bedroom Suite In Heart Of Toronto

Charming Condo w Parking, CN Tower View & Pool

Toronto CN Tower 2 Bed 2 B w Master King w Parking
Family- and pet-friendly home rentals

Comfy Oasis In Historic Downtown Neighborhood

Toronto style condo
Garden Home @ Trinity Bellwoods Park

Admire City Views from Bed at this Chic Apartment

The Beaches pied-á-terre (Woodbine Beach)

One bedroom vacation rental at The Beaches

4 BR, 3BA Modern Toronto Home | Espresso, Records

Midtown Luxury Yonge/Lawrence Close to Downtown
Family-friendly home rentals with a pool

The Luxe Escape | Premium 1BR in Yorkville | Gym

Modern Downtown Loft with Private Garden

King West Triplex Main FLR PVT APT 1 BDRM Parking

Artsy and Comfy Home with a View

2BR Across from CN Tower & MTCC

Custom Luxury 2BR | Marble Pool | Games | Fire Pit

Modern Condo by CN Tower | Walk to Attractions!

1Bd+ Den Cozying Apartment in Midtown Toronto
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 | £101 | £109 | £115 | £128 | £141 | £150 | £158 | £141 | £127 | £115 | £113 |
| 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 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 holiday rentals
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

Wifi availability
5,740 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 Scotiabank Arena
Destinations to explore
- Rentals with a patio Old Toronto
- Waterfront rentals Old Toronto
- Boutique hotels Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a cinema Old Toronto
- House rentals Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Pet-friendly rentals Old Toronto
- Rentals with lake access Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Rentals with a hot tub Old Toronto
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
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- Fitness-friendly rentals Old Toronto
- Rentals with pools Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Rentals with an EV charger Old Toronto
- Beachfront rentals Old Toronto
- Serviced apartment rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
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- Luxury rentals Old Toronto
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- Hotel rooms Old Toronto
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- Rentals with a sauna Old Toronto
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- Rentals with beach access Old Toronto
- Townhouse rentals Old Toronto
- 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
- Financial District
- Downsview Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- 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
- Tours Ontario
- Nature and outdoors Ontario
- Entertainment Ontario
- Sightseeing Ontario
- Sports activities Ontario
- Art and culture Ontario
- Food and drink Ontario
- Things to do Canada
- Sightseeing Canada
- Entertainment Canada
- Art and culture Canada
- Tours Canada
- Food and drink Canada
- Nature and outdoors Canada
- Sports activities Canada




