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.

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Top guest favourite
A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.
Flat in Annex
4.93 out of 5 average rating, 222 reviews

Cute Private Apartment near University of Toronto

This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

Top guest favourite
A spacious sleeping area features a brand new bed with a quilted beige coverlet, complemented by two bedside lamps. Exposed brick walls add character, while colorful artwork hangs above the bed. A cozy sofa is visible to the side, enhancing the inviting atmosphere.
Guest suite in Little Italy
4.88 out of 5 average rating, 145 reviews

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.

Top guest favourite
A modern living space is presented, featuring a sleek kitchen area with wooden cabinetry and stainless steel appliances. A soft gray sofa with decorative pillows faces the windows, allowing natural light to illuminate the room. A glass partition adds a touch of elegance.
Apartment in Yorkville
4.93 out of 5 average rating, 118 reviews

*Gorgeous & professional condo in Yorkville*

Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

Top guest favourite
A spacious sleeping area is highlighted by a comfortable bed adorned with patterned bedding. A bright seating area features a vibrant red couch and a blue chair, complemented by natural light from large windows. A flat-screen TV stands on a modern media console.
Home in Bedford Park
4.91 out of 5 average rating, 183 reviews

Uptown Separate Bright Suite ( Free Parking )

Great private and quiet bright furnished basement suite(just 6 steps under street level) with separate entrance in a classy and safe Bedford Park neighborhood in central Toronto,12 min walk to Lawrence subway station,2 min to bus station,3 min to Loblaws(best Canadian grocery store), 2 min walk to Yonge street with shops, bars and the best restaurants ,18 min drive to Pearson int airport and tennis courts nearby. Our place is perfect for couples, solo adventurers and business travelers.

Top guest favourite
A charming coach house is framed by lush greenery and flowering plants. A stone pathway leads to the entrance, flanked by potted plants. Outdoor seating areas feature vibrant blue fabrics, and a grill is positioned on the left, offering a welcoming outdoor space.
Guest house in Scarborough
4.96 out of 5 average rating, 128 reviews

Private Coach House near the Bluffs

This separate, minimalist, self-contained coach house is a perfect quiet escape for one, and can also intimately accommodate two persons. Wake up in natural light with all the essential home comforts: a premium queen-size mattress, hypoallergenic, 100% cotton linens, a separate bathroom, toiletries and kitchen basics. Nearby options for prepared meals, groceries + delivery. No TV. No extra housekeeping fees. A 20-minute getaway from the downtown core near the lake in the east end.

Top guest favourite
An outdoor seating area is showcased, featuring a comfortable couch adorned with patterned cushions. Flanking the couch, two red chairs face a wooden fence, while a decorative lantern and potted plants add touches of greenery, highlighting the inviting atmosphere of this private space.
Home in Cabbagetown
4.94 out of 5 average rating, 588 reviews

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.

Top guest favourite
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.
Flat in Cabbagetown
4.94 out of 5 average rating, 162 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 favourite
The living area features a modern design with a comfortable sofa accented by patterned pillows. A marble dining table is surrounded by elegant chairs. A striking chandelier hangs above, while a large round mirror reflects the ambient light from windows dressed in soft curtains.
Home in Corktown
4.99 out of 5 average rating, 238 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Guest favourite
Flat in Little Portugal
4.85 out of 5 average rating, 200 reviews

Bright, clean basement Little Portugal

Private, clean & bright basement studio apartment nestled in heart of Little Portugal/the Brockton Triangle. Private entrance, bathroom & laundry, fully equipped kitchen with gas stove. Central air conditioning. Entrance @ rear of house. Steps to groceries, 24-hr transit, park, rec centre, and hip West End cafes, shops, galleries, bars, etc. Twenty min transit to downtown; street parking permit available through city of Toronto website. Keypad lock, code changed regularly.

Top guest favourite
Guest suite in Annex
4.98 out of 5 average rating, 181 reviews

Bright Modern Private Oasis Lower-Level 1BR 1BA

Newly renovated private lower-level apartment with 1 BR, 1 BA, full kitchen with living and dining area located downtown in the charming Annex West neighborhood. Ideal for quarantine/isolation Your space: - WiFi (75Mbps) - Cozy heated floors - Unlimited hot water - 2-3 min walk to subway and buses - Work remotely in comfort - Child friendly - 2 55" TV's This quiet corner of downtown Toronto sports lots of restaurants, shops, parks, and beautiful streets steps away.

Guest favourite
A modern living space features a sectional sofa adjacent to a glass-top coffee table. A dining area with wooden chairs and a simple table is visible. Large windows allow natural light to fill the room, with a view of neighboring buildings beyond the balcony doors.
Flat in Entertainment District
4.88 out of 5 average rating, 104 reviews

Prime Condo Across CN Tower & MTCC

Right across from Metro Convention Centre, Rogers Centre (Skydome), CN Tower and Ripley's Aquarium. You are in the heart of the entertainment district! The movie theatre is only 2 blocks north and so is TIFF (Toronto International Film Festival). You get to experience Toronto for all its worth. Feeling Hungry?? This is not going to be an Issue! There are tons and tons of great food options available, from fine dining to eating on a budget, it's all so very very close.

Top guest favourite
A cozy bedroom is presented with a spacious bed featuring a light-colored quilt and neatly arranged pillows. A modern bedside lamp illuminates one side, while natural light enters through two windows. A private entrance door is adjacent to the bed.
Flat in Riverdale
4.92 out of 5 average rating, 123 reviews

Spacious Riverdale One Bedroom Garden Suite

This freshly renovated garden suite has everything you need while you enjoy your time in Toronto. Bright and stylishly designed in a classic Toronto Edwardian. The street car is just a few minutes away for a short ride to downtown or the subway. Our guest suite offers a full kitchen, washer and dryer, luxurious bed linens, a Casper queen bed, and a pullout sofa. The private entrance is just five steps down from the shared patio and garden.

Popular amenities for Old Toronto family-friendly rentals

When is the best time to visit Old Toronto?

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Avg. price$180 SGD$178 SGD$192 SGD$204 SGD$226 SGD$248 SGD$265 SGD$280 SGD$248 SGD$230 SGD$260 SGD$193 SGD
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Quick stats about holiday rentals that are family-friendly in Old Toronto

  • Total holiday rentals

    Explore 5,340 holiday rentals in Old Toronto

  • Verified guest reviews

    Over 148,520 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 1,370 rentals that welcome pets

  • Holiday rentals with a pool

    830 properties feature pools

  • Rentals with dedicated workspaces

    3,120 properties have a dedicated workspace

  • Wifi availability

    5,280 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

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