
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.

Luxury Yorkville Escape | Condo in Prime Location
Discover refined living in this beautifully furnished apartment in Yorkville Toronto’s most glamorous & exclusive neighborhood. With new furniture & modern appliances, this space blends comfort with sophistication. Step outside and find yourself surrounded by luxury boutiques, acclaimed restaurants, chic cafes, & world-class art galleries. With Bay subway station just a 3 minute walk away, the entire city is at your fingertips. Elevate your lifestyle in a place where elegance meets convenience.

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.

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

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 .

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

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.

Admire City Views from Bed at this Chic Apartment
The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

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.

Backyard Oasis | Hot Tub & Playground
Spacious and family-friendly 4-bedroom home with a private fenced backyard featuring a hot tub, playground, fire pit, and BBQ. Close to downtown Toronto, yet perfect for a relaxing getaway. - Sleeps up to 9 guests - 4 bedrooms, 3 full bathrooms - Free parking and EV charger - Pet-friendly - Crib, high chair, and baby essentials included Need more space? Add our basement suite to accommodate up to 15 guests total.

Beautiful cozy condo with amazing view of Toronto
Enjoy a modern and homey experience in the heart of Toronto downtown. Our condo is just minutes away from all the amazing attractions of the city including Scotiabank Arena, CN tower, Harbour Front, Ripley Aquarium, and many more places. It's also steps away from Union Station and underground PATH. This Condo is great for travelers on business trips, tourists, and romantic stays in core Toronto.
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

The Farmer's Cottage

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers

Stylish Condo | Walk to BMO Field + FIFA Festivals

Beautiful Lake View Studio Condo + 1 free Parking

Charming Condo w Parking, CN Tower View & Pool

Closest condo to Rogers Centre/CN tower in Toronto
Family- and pet-friendly home rentals

Cozy Leslieville 2-Bedroom Home

Bright and Sunny Two-storey Loft walk to FIFA

Charming Apartment with Patio in Midtown Toronto

Stylish Yorkville Studio: Near U of T & ROM

Spacious Mid Century w/Patio

Toronto style condo
Garden Home @ Trinity Bellwoods Park

One bedroom vacation rental at The Beaches
Family-friendly home rentals with a pool

Beautiful High Rise View Condo W/Pool&Free Parking

Beautiful Condo Across CN Tower and MTCC

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Downtown Condo For 4 (CN Tower Views)

2BR Across from CN Tower & MTCC

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Entire Luxury Condo | Heart of Downtown Toronto

Corner Unit in Liberty Village (Parking + Balcony)
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $229 NZD | $244 NZD | $265 NZD | $263 NZD | $291 NZD | $320 NZD | $342 NZD | $361 NZD | $320 NZD | $288 NZD | $263 NZD | $258 NZD |
| 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 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
Destinations to explore
- Ski-in/ski-out rentals Old Toronto
- Rentals with outdoor seating Old Toronto
- Fitness-friendly rentals Old Toronto
- Rentals with beach access Old Toronto
- Guesthouse rentals Old Toronto
- Smoking-friendly rentals Old Toronto
- Aparthotel rentals Old Toronto
- Rentals with an accessible height toilet Old Toronto
- Loft rentals Old Toronto
- Rentals with lake access Old Toronto
- Rentals with a kayak Old Toronto
- Rentals with breakfast Old Toronto
- Rentals with pools Old Toronto
- Townhouse rentals Old Toronto
- Hotel rooms Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a home theatre Old Toronto
- Rentals with a sauna Old Toronto
- Rentals with a hot tub Old Toronto
- Boutique hotels Old Toronto
- Beachfront rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Rentals with an EV charger Old Toronto
- House rentals Old Toronto
- Apartment rentals Old Toronto
- Pet-friendly rentals Old Toronto
- Rentals with a fire pit Old Toronto
- Private suite rentals Old Toronto
- Waterfront rentals Old Toronto
- Condo rentals Old Toronto
- Rentals with an accessible height bed Old Toronto
- Rentals with a patio Old Toronto
- Bed and breakfasts Old Toronto
- Serviced apartment rentals Old Toronto
- Luxury 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
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Niagara Falls State Park
- Exhibition Place
- Downsview Park
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Casa Loma
- Niagara Falls
- Massey Hall
- Scarborough Town Center
- York University
- Things to do Old Toronto
- Things to do Toronto
- Nature and outdoors Toronto
- Tours Toronto
- Sightseeing Toronto
- Sports activities Toronto
- Food and drink Toronto
- Art and culture Toronto
- Things to do Ontario
- Tours Ontario
- Sports activities Ontario
- Entertainment Ontario
- Sightseeing Ontario
- Food and drink Ontario
- Nature and outdoors Ontario
- Art and culture Ontario
- Things to do Canada
- Tours Canada
- Sports activities Canada
- Nature and outdoors Canada
- Sightseeing Canada
- Art and culture Canada
- Food and drink Canada
- Entertainment Canada





