Family-friendly holiday rentals in Midtown Toronto, Old Toronto

Find and book unique family-friendly homes on Airbnb

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

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

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Guest favourite

Guest suite

4.93 out of 5 average rating, 607 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 favourite

Guest suite

4.92 out of 5 average rating, 489 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

Guest favourite

Home

4.84 out of 5 average rating, 164 reviews

Private apartment in trendy Danforth neighbourhood

One bedroom basement apartment in a single family home with separate entrance. 7 minute walk to Pape subway and 10-15 minute subway to downtown. Danforth shops and restaurants close by. Bedroom with queen size bed, desk, and washer/dryer in a generous sized closet. Kitchen/living area includes a full kitchen with stainless steel appliances and quartz counter tops, a kitchen table, and a living area with a sofa bed. Bathroom with nice sized shower with glass enclosure. All newly renovated.

Superhost

Rental unit

4.81 out of 5 average rating, 165 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.

Superhost

Rental unit

4.76 out of 5 average rating, 331 reviews

Spacious Midtown Suite, Clean, Bright, Near Subway

Renovated, spacious (1000 sqft), private basement suite in vibrant midtown, just a 5-min walk to Yonge-Eglinton Subway and 10 min ride to downtown. Clean, bright, and elegantly furnished, this suite features free parking, high-speed WiFi for remote work, and a comfortable Queen bed plus a sofa bed, ideal for 4 adults or 2 adults & 3 kids. Enjoy a sparkling, modern bathroom and easy access to top restaurants, theatres, and grocery stores. Perfect for families, couples, or business travelers.

Guest favourite

Guest suite

4.9 out of 5 average rating, 220 reviews

Midtown Luxury Yonge/Lawrence Close to Downtown

Located in the upscale Yonge & Lawrence Village in Midtown Toronto. Steps to Yonge St. bus, 5 min walk to the Subway. The heart of the city is within minutes. There are several restaurants, coffee shops, bakeries, pubs & bars within a 1-5 min walk. Public tennis courts, parks. The suite is completely self-contained. We live on the main floor above so if you need us we are usually available help. There are 2 Extra large washers and 2 Extra large Gas dryers for all of your laundry needs.

Guest favourite

Rental unit

4.91 out of 5 average rating, 275 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

Guest favourite

Apartment

4.9 out of 5 average rating, 206 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.

Guest favourite

Apartment

4.97 out of 5 average rating, 276 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.

Guest favourite

Home

4.8 out of 5 average rating, 163 reviews

Contemporary cozy home in the Annex

This 2 bed/2bath home is located in the more northern part of the downtown core called West Annex/Seaton Village and is on a cul de sac. Steps from TTC, Yorkville, art galleries, restos & more. The small urban-chic, clean and bright home boasts two balconies off either bed & a spacious backyard off kitchen. Permit No: STR-2010-GZSXPH Application Reference No: 3383-645

Guest favourite

Rental unit

4.81 out of 5 average rating, 415 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.

Guest favourite

Guest suite

4.95 out of 5 average rating, 318 reviews

Private Suite - Walk to Everything!

It’s a cozy, fully private suite in our downtown, modern and fully-renovated Toronto Victorian townhouse. We're the perfect base for a Toronto visit, located on the downtown west side, one minute to buses and streetcars and an easy walk to restaurants, nightlife, attractions and neighbourhood amenities.