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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.

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Condo in Toronto

4.99 out of 5 average rating, 107 reviews

Luxury Toronto 1BR- Best location in the city

Beautiful and spotless 1 bedroom condo located in the prestigious Maple Leaf Square. Located next to Scotiabank Arena, and steps to Union Station, Rogers Centre, Ripleys Aquarium, CN Tower, Metro Toronto Convention Centre, and more. Floor to ceiling windows. Hi-Speed Internet/ Wi-Fi, 42" Flat Screen Cable TV, fully-stocked kitchen and washer/dryer in the unit. Spectacular view from your private balcony. A grocery store, liquor store, bank and restaurants are also located within the building.

Home in Toronto

4.93 out of 5 average rating, 178 reviews

Classic 1 Bedroom Suite

Toronto Short-Term Rental Registration Number: STR-2009-GBSXPD *No Parties* Situated on the main floor of a 3600-square foot Victorian home built in 1908, this guest space is recently renovated with modern amenities. Located on the border of Little Italy and Dufferin Grove it is conveniently only a 10-minute walk to the Ossington subway station and a 2-minute walk to College st. With restaurants, parks, coffee shops, bars, grocery stores, a mall and a movie theatre all within 20 minutes on foot.

Condo in Toronto

4.97 out of 5 average rating, 110 reviews

Waterfront Penthouse Overlooking Lake Ontario

Relax and unwind in our waterfront penthouse located in the core of Toronto's Harborfront. Our unique home boasts unobstructed views of the city and water, with two bedrooms, two balconies, and two bathrooms with amenities available. With one king and one queen sized bed, it's perfect for friends, couples, or small families. Please note our dedicated parking spot is available for 28-day+ stays. I'll promptly respond to all messages during your stay. In the meantime, my home is yours to enjoy!

Apartment in Toronto

4.81 out of 5 average rating, 159 reviews

Cozy DowntownToronto PrimeLocation w balcony

This Studio is located in the heart of Toronto between Annex and Yorkville. A prestigious neighbourhood minutes from high end hotels, museums, bars and restaurants, all attractions such as TIFF events, CN tower, Varsity stadium. Blink of an eye to the Subway station, Bloor Shopping boutiques, Hazleton Lanes shopping centre, Varsity Stadium and many other attractions. Perfect for explorers, artists, professionals. Entire home, though minimalist, equipped with all necessities. Message for pets.

Condo in Toronto

4.95 out of 5 average rating, 552 reviews

Stunning Harbor/City View: 2bdrm/2bth+Free Parking

Cozy 2 bedrooms + 2 full baths condo in the heart of downtown tourist hotspot; unobstructed CN tower view; 1 free dedicated parking. Perfect for business or vacation stay! WALKING DISTANCE to: • Supermarket & LCBO: 1 min • Scotiabank Arena: 3 min • Union Station: 3 min • Convention Center: 3 min • Ripley's Aquarium: 3 min • UPX Train: 5 min • Harborfront: 5 min • CN Tower: 5 min • Rogers Center: 7 min • Roy Thompson Hall: 9 min • Royal Alexander Theater: 12 min • St. Lawrence's Market: 18 min

Apartment in Toronto

4.84 out of 5 average rating, 224 reviews

Newly Renovated Studio in Amazing Location!

***COVID-19 Update*** Rest assured that our cleaners are following the updated Airbnb guidelines after each guest. A great studio apartment right downtown! A bright and inviting unit with 9 foot ceilings, and hardwood floors throughout. This suite includes everything for a great stay: an ultra modern kitchen, comfortable living area, wonderful queen size bed, and a bright, clean bathroom with shower/tub. You can't beat the location. Transit is right outside the door!

Home in Toronto

4.91 out of 5 average rating, 264 reviews

King West Victorian Studio Gem

Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto Overlooks Park + Outdoor Public Pool Open Concept 735 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District Street Permit Parking

Apartment in Toronto

4.91 out of 5 average rating, 257 reviews

Honey House in the Beach

A clean, private two bedroom apartment in the fully finished basement of our funky and well kept bungalow. A great backyard with a hot tub, several decks and a 3-season garden room to share- all great places for a morning coffee or late night drink. The private washroom has just been totally renovated - new everything! Two bedrooms, each with one double bed. Sleeps four. *a heads UP for tall guests, this is a basement apartment 7foot ceilings

Condo in Toronto

4.89 out of 5 average rating, 187 reviews

Cozy space in one of Toronto's best neighbourhoods

My place is a clean and quiet spot in the heart of Toronto's entertainment district. Location, location, location! Access the CN Tower, Ripley's Aquarium, The Royal Ontario Museum, The Art Gallery of Ontario and many more within a short walk or commute. The neighbourhood contains many restaurants and bars showcasing Toronto's cuisine and culture. My place is in the King West neighbourhood of downtown Toronto and is very convenient to access.

Condo in Toronto

4.97 out of 5 average rating, 217 reviews

Chic, High-Rise Apartment with CN Tower Views

Stay in our cozy and convenient downtown apartment for easy access to exciting activities and attractions. Enjoy our stylish living area, fully-equipped kitchen, and plush queen-size bed. Whether for business or leisure, our apartment is the perfect homely retreat to unwind and relax after a long day. Come experience a home-away-from-home feeling as you explore the diversity and culture of our beautiful city.

Condo in Toronto

4.96 out of 5 average rating, 247 reviews

Lively 1+1 Lakeview Condo near CN Tower + Free Prk

Enjoy the stunning lake view in this open concept 700 sq ft condo with 9 ft ceilings, in the heart of the harbourfront. Right next to CN Tower, Rogers Centre, and Scotiabank Arena. Includes parking space, TV, and internet. Gym, indoor-out door pool, Variety of restaurants and grocery stores steps away. Minutes walk to subway, Union Station, the business district, and Billy Bishop City Airport.

Apartment in Toronto

4.82 out of 5 average rating, 371 reviews

Modern Apartment in Popular Roncesvalles Village

This totally private apartment is in a house one block away from trendy Roncesvalles Avenue. It is a block away from High Park, Boutique Stores, public transportation, the lakeshore, St. Joseph's Hospital, a library & and many popular restaurants. Our separate apartment is good for couples, singles and business travelers.

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Popular amenities for Old Toronto family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Condo in Toronto

4.84 out of 5 average rating, 121 reviews

Modern 1 Bdrm Suite Downtown (Financial District)

Condo in Toronto

4.89 out of 5 average rating, 273 reviews

CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE

Condo in Toronto

4.81 out of 5 average rating, 302 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

Condo in Toronto

4.93 out of 5 average rating, 189 reviews

College Park :2Bd+2bth + Free parking

Condo in Toronto

4.87 out of 5 average rating, 291 reviews

Luxury heart of downtown by CN Tower/ MTCC/Union

Condo in Toronto

4.97 out of 5 average rating, 291 reviews

Beautiful Condo + CN Tower View + Free Parking

Condo in Toronto

4.93 out of 5 average rating, 80 reviews

Explore the City Centre from Condo with Views

Condo in Toronto

4.74 out of 5 average rating, 149 reviews

Spacious 1 br + Enc.den(2BR) Downtown City Centre

Family- and pet-friendly home rentals

Condo in Toronto

4.93 out of 5 average rating, 218 reviews

Vibrant downtown place

Condo in Toronto

4.86 out of 5 average rating, 169 reviews

Boutique Loft Condo Downtown Toronto

Condo in Toronto

4.92 out of 5 average rating, 141 reviews

Beautiful suite in Downtown Toronto

Condo in Toronto

4.82 out of 5 average rating, 157 reviews

Modern Eclectic Condo in King West Area

Guest suite in King City

4.98 out of 5 average rating, 177 reviews

Spacious guest apartment on beautiful greenspace

Tiny home in Schomberg

4.99 out of 5 average rating, 190 reviews

SNAKE CABIN(rustic, 'off-the-grid')

Home in Richmond Hill

4.87 out of 5 average rating, 127 reviews

Luxury 5 beds, 6 Baths custom home

Guest suite in Toronto

4.55 out of 5 average rating, 86 reviews

Garden Aptartment

Family-friendly home rentals with a pool

Townhouse in Toronto

4.74 out of 5 average rating, 152 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

Condo in Toronto

4.86 out of 5 average rating, 178 reviews

Best View in Downtown 5 Star Luxury 1+1 w/office

Apartment in Toronto

4.79 out of 5 average rating, 141 reviews

Stunning Condo @ the Heart of Toronto (w/ Parking)

Guest suite in Mississauga

4.92 out of 5 average rating, 132 reviews

Full apt on Upper floor near HWY - S Mississauga

Condo in Toronto

4.73 out of 5 average rating, 315 reviews

Airbnb Friendly- Sleeps 6 With FreeParking!

Guest suite in Toronto

4.86 out of 5 average rating, 83 reviews

Comfortable Suite in the Prestigious Bluffs Area

Condo in Toronto

4.73 out of 5 average rating, 321 reviews

Large Downtown Condo - 3 BR + 2BA + Free Parking!

Home in Toronto

4.89 out of 5 average rating, 18 reviews

Relaxing city retreat with year round swim spa

Quick stats about vacation rentals that are family-friendly in Old Toronto

Total rentals
5.1K properties
Wifi availability
5K properties include access to wifi
Rentals with dedicated workspaces
3K properties have a dedicated workspace
Rentals with a pool
820 properties have a pool
Pet-friendly rentals
1.3K properties allow pets
Total number of reviews
114K reviews

Destinations to explore