Family-friendly vacation rentals in Downtown Toronto, Old Toronto

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Downtown Toronto, Old Toronto

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

An open concept living space features a comfortable blue sofa and a natural wood coffee table on a patterned rug. A large smart TV is positioned on a wooden TV stand. The dining area, with a table set for six, is visible in the background.

Guest suite in Vaughan

4.93 out of 5 average rating, 642 reviews

Luxury Modern Two Bedrooms Basement Apartment

No 3rd party booking! No parties! No visitors! Tons of upgrades and high end modern features! High ceiling above grade basement unit. Open concept living space include fireplace, smart TV, full kitchen, laundry and large wardrobe 1 parking Enjoy scenic trails in Woodbridge 10min to Vaughan Mills outlets & Canada's wonderland 15min to Pearson airport 24hr Exterior Surveillance. One camera over looking driveway. One camera above the front door and one outside the storm door to the Airbnb unit

Guest favorite

An open studio layout displays a cozy sleeping area alongside a well-equipped kitchen. Light grey walls enhance the space, while two bedside lamps provide soft illumination. In-suite laundry is visible next to the kitchen, and a welcoming couch adds comfort to the environment.

Guesthouse in Oakville

4.93 out of 5 average rating, 195 reviews

Self Contained Luxury Studio Coach House

Your Perfect Home Away from Home! This immaculate, private studio with a separate entrance is designed for comfort and convenience. Nestled in a peaceful suburb yet centrally located near major highways, it offers walking access to restaurants, grocery stores, and a park. Thoughtfully furnished, it’s cozy in winter, cool in summer, and fully equipped for a hassle-free stay. Guests love the warm ambiance, calling it a truly special experience. Come see why our coach house is the perfect getaway!

Guest favorite

A seating area features a green velvet couch paired with a round glass coffee table atop a patterned rug. A wall adorned with leafy wallpaper adds a natural touch, while a wooden shelf displays various plants and decorative items. Soft lighting enhances the cozy ambiance.

Guest suite in Leslieville

4.92 out of 5 average rating, 507 reviews

Newly renovated-1 bdrm suite in cute Leslieville

Hotel style lower level unit with separate entrance and parking in the heart of Leslieville. NY times travel calls Leslieville Toronto's hippest place to dine, drink, shop and live. Short transit to the Beaches and both Distillery & Financial dist. Close to a bunch of cool music venues We have a sweet golden retriever named Coco. She loves people and attention so if you happen to run into her in the yard while coming or going from the unit don’t be afraid but she will definitely want to say hi

Top guest favorite

A cozy living room features a vintage sofa adorned with decorative pillows, complemented by a plush armchair. A large window is framed by soft drapes, allowing natural light to brighten the space. An elegant coffee table holds a decorative tray, enhancing the inviting ambiance.

Home in Toronto

4.9 out of 5 average rating, 134 reviews

Charming Century Home Close to Vibrant Shops

A great for-families home. Stay close to city centre yet unwind in our quiet hood. The inviting space is steps from landmark city parks and the vibrant Junction- one of the most eclectic districts in North America. We just call it home. Hang-out in the airy living room, this spacious gem has comfy seating for all, convenient amenities and period details. Cook meals in the renovated chef kitchen and enjoy dining - both indoors and out. We provide yummies for self-serve breakfast, mostly organic.

Superhost

A charming exterior view of a two-story home is presented, featuring a gated entrance and a well-maintained driveway. Landscaping elements include shrubs and small trees, creating a welcoming approach. The architecture reflects a classic style with a covered porch and a combination of brick and stucco finishes.

Guest suite in York

4.82 out of 5 average rating, 110 reviews

Beautiful-cozy place in North York

We are a very welcoming family renting our beautiful large basement apartment, which includes one bedroom, a sofa in the living room, small dining set, bathroom, kitchen and laundry. Close to all amenities such as groceries stores, malls, banks and main intersections like Lawrence, Eglinton, Keele and Jane Street in North York Toronto. Just five minutes drive to 401 and Weston Road and a ten minute walk to the UP-Express (airport train), Weston Go Station and bus stops just around corner.

Guest favorite

A comfortable living area features a light-colored sectional sofa adorned with colorful cushions. A glass coffee table sits on a plush red rug, surrounded by stylish armchairs. Soft lighting is provided by a modern lamp and ample natural light enters through decorative windows.

Home in Toronto

4.94 out of 5 average rating, 155 reviews

Great House on Palmerston Blvd in downtown Toronto

Welcome to our elegant, renovated and modernized home in one of Toronto’s favourite, safe, Downtown neighbourhoods. The house is clean and spacious and features a gourmet kitchen, family room, separate living and dining rooms and a powder room. Upstairs there are five bedrooms, each with comfy beds plus two full bathrooms. Your choice of front porch or garden with patio outside. Minutes on foot from a heavenly choice of restaurants, cafes, bars & shops with easy access to the entire City.

Guest favorite

A modern living area is presented with soft white seating arranged around a central coffee table. Shelves hold decorative items, while a large window allows natural light to fill the space, offering views of greenery outside. A mounted television complements the inviting atmosphere.

Home in Richmond Hill

4.89 out of 5 average rating, 155 reviews

Luxury 5 beds, 6 Baths custom home

Multi-million dollar custom home in Richvale Ontario. Over 5000sqf 5 bedrooms, 6 washrooms, bar, entertainment room, custom kitchen, 1 in-garage & 3 outdoor parking. Private backyard with deck from the main floor & a walk-out Juliette from primary bedroom. 3 smart TVs & internet included 2 sofa beds in addition to 5 Beds Pool/Snooker Table No parties/loud music allowed Closet in the basement is not accessible for guests Please bring your own personal items e.g. shampoo, body wash etc.

Guest favorite

A modern living area features a sectional sofa and a coffee table on a colorful area rug. A fireplace adds warmth, positioned below a wall-mounted television. Accent chairs in yellow and green provide additional seating, while natural light spills in from a small window.

Guest suite in Toronto

4.92 out of 5 average rating, 108 reviews

Bright & Cheery Full Basement Suite walk to Subway

Our basement with private keypad entry in Toronto's tree-lined West End is ideal for tourists or folks coming to the city to work. It was completely renovated in early 2025 with a 1950s vintage travel vibe you'll love. Brand new bathroom, full separate bedroom with queen size bed (ENDY mattress), TV, desk, plus living area with fireplace & sofa bed. There is also a kitchenette/laundry. 3 min walk to Jane subway. Ceiling 6'5" with 1 lower beam. We live upstairs--the unit is noise insulated.

Guest favorite

A modern kitchen features dark wooden cabinetry alongside stainless steel appliances, including an oven and microwave. A spacious island with seating is highlighted, complemented by a sleek countertop. Natural light floods the area through large windows adorned with sheer curtains, creating a bright and inviting cooking space.

Home in Maple

4.87 out of 5 average rating, 103 reviews

Lavish. Spotless. One's Own, 4 BR 4 BA Home!

Welcome to Maple Downtown! Live Large in a Luxury Brand New Concept Home surrounded by mature 30 ft high trees. My place has 2 stories (main & second level), 4 bedrooms, 3.5 bathrooms. Sleeps 8 in Beds (Max 8 people, confirm with the host ). Basement Apartment is not included in this listing and not occupied during your stay. MUST BE 25 or OLDER in order to BOOK. Do not book my home if you are planning on parting or gathering. Please ,note a 4% City Tax will be added to each booking.

Guest favorite

An open-concept living area showcases a comfortable sofa and modern furnishings on a patterned area rug. Natural light streams through large windows, illuminating the space. A wooden floating staircase leads to the upper floor, while a stylish dining space and kitchen are visible in the background.

Home in York

4.89 out of 5 average rating, 193 reviews

Family Home Near St Clair W and Public Transport

Steps away from vibrant St Clair West with great dining, access to public transport and shopping. A real family home with space and amenities for everyone. Free parking for 2 cars. Open-concept living & dining, well-equipped kitchen. Sunny back deck. 3 comfortable bedrooms. Spa bathroom with heated floor. Perfect for families who are in town for reunions, weddings, birthday parties and visiting. Quiet hours after 10pm - not suitable for groups in town ‘to party’.

Guest favorite

The living room features soft blue couches arranged around a glass coffee table. A colorful area rug lies beneath, complementing the hardwood flooring. Natural light filters in through a large window, framed by sheer curtains, while a decorative fireplace adds a touch of warmth.

Bungalow in Erindale

4.87 out of 5 average rating, 232 reviews

3 Bdr Bungalow in Mississauga 20 min to Toronto

My place is close to shopping, public transport, parks, the airport, the city centre, and all amenities. You’ll love my place because of lovely detached bungalow house on a very quiet street, 10 mins from YYZ airport, 15 mins to DT Toronto, 5 mins from Square One Mall, 5 mins from University of Toronto Missisauga, and Erindale GO Station. My place is good for couples, solo adventurers, business travelers, and families. It has a walk score of 93 out of 100.

Guest favorite

A vibrant three-season room features yellow walls and a mix of textures, including stone flooring. Natural light floods in through large glass doors leading to the backyard. Furnished with a wooden table and chairs, the space is decorated with artwork and rustic accents.

Apartment in The Beaches

4.91 out of 5 average rating, 290 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