
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.

2-Bedroom House In Deer Park
Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

Private 3 bedroom Apartment in Downtown Toronto
Ideal work from home private apartment with 3 bedrooms, 1 bathroom, full kitchen with dining area & laundry, and an outdoor deck in a charming Victorian rowhouse. 750 sqft unit, with large windows. 1 king bed, 1 queen bed, 1 double bed, 1 sofa bed & 2 desks, modern conveniences, fast internet. Restaurants, shops, parks and beautiful streets steps away; minutes walk to bus, streetcar/tram and train(subway) stops. Walking distance to hospitals, UofT, TMU, George Brown college, Eaton Centre, ILAC

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.

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.

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.

St Lawrence Market | DT Toronto | Free Parking|Gym
Five minute walk to the world renowned St Lawrence Market and only 10 minutes to the Eaton Centre Toronto is at your doorstep. This bright and airy suite has everything you will need to explore the city and relax in comfort and style. In a modern building with exceptional security and amenities and a spectacular view of the city and lake you will be sure to enjoy your stay here. Change your point of “VÜ” enjoy staying in one of the most exciting neighbour hoods in downtown Toronto.

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.

Annex Haven: 1 Bedroom plus Den
This centrally located private space is newly updated with new flooring, furniture, and bathroom. It includes a separate entrance with its own kitchen and laundry. Very quiet residential neighbourhood with old growth trees. Walking distance to Christie subway station or Dupont subway station. Be downtown within 20 minutes. Close to Koreatown and many great restaurants on Bloor Street. 5 min walk to 4 grocery stores and LCBO. Basement space not suitable for people over 6 feet tall.

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.”

Charming coach house / guest house downtown
Private and secluded, completely separated, fully serviced and renovated guest house / urban cottage with a beautiful private patio nestled among the mature trees of Dufferin Grove - one of Toronto's most vibrant and interesting neighbourhoods. Find quiet, peace and tranquility in a private oasis, tucked away behind trees and the residential streets, located in the middle of Toronto's trendiest urban centres: Little Italy, Dundas West, Ossington, Little Portugal and Queen West.

Stunning Yorkville Townhome Backing onto Park
Situated in the heart of Yorkville, this 3 bedroom 2.5 bathroom townhouse with views overlooking Ramsden Park, is the ideal oasis for families, couples, or people travelling for work. The space features a bright sun-filled interior featuring a gas fireplace, WIFI, Smart TV with all apps and fully equipped kitchen. The home backs onto green space with a wonderful back deck and eating area.

A Superb Condo Across CN Tower,MTCC,Rogers Centre
*NO PARTIES OR NONSENSE TOLERATED - VIOLATORS WILL BE FINED UP TO $500 AND EVICTED*** A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This 650 sq ft condo unit has 8 ft ceilings, hardwood flooring , High-speed WiFi, Cable TV, and basic amenities will all be available.
Popular amenities for Old Toronto family-friendly rentals
Family-friendly home rentals with a hot tub

Lux Spacious 3 Beds w CN Tower View (Free Parking)

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

The Penty: Luxurious Penthouse with Pool, Hot Tub

The Fort York Flat

Toronto's Perfect View Apartment

Stylish Downtown Toronto Condo with Free Parking

Large & Bright 2BR+Den in Midtown w/ Free Parking

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️
Family- and pet-friendly home rentals

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

Stylish Yorkville Studio: Near U of T & ROM

Toronto style condo

Luxurious Annex/Yorkville 1300 Sq Ft & Parking

Stylish Apartment in Toronto - Long term available

One bedroom vacation rental at The Beaches

Trendy & Cozy 1BD Condo in the Heart of Toronto

Midtown Luxury Yonge/Lawrence Close to Downtown
Family-friendly home rentals with a pool

Cozy Condo Next to CN Tower

Modern Condo | Breathtaking Views | CN Tower

Beautiful Skyline View Downtown Toronto

Beautiful Condo Across CN Tower and MTCC

Lux Waterfront Condo by Rogers -IndoorPool-Parking

Hidden gem in Humber bay shores Toronto w/ parking

Chic, High-Rise Apartment with CN Tower Views

Stylish 1 BDRM/ GYM/WIFI/ Laundry
When is the best time to visit Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £105 | £103 | £112 | £119 | £132 | £144 | £160 | £166 | £150 | £134 | £151 | £113 |
| 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 5,340 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
Destinations to explore
- Rentals with an accessible-height toilet Old Toronto
- Loft rentals Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a cinema Old Toronto
- Rentals with an EV charger Old Toronto
- Townhouse rentals Old Toronto
- Luxury rentals Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Fitness-friendly rentals Old Toronto
- Bed and breakfasts Old Toronto
- Rentals with a hot tub Old Toronto
- Pet-friendly rentals Old Toronto
- Rentals with breakfast Old Toronto
- Rentals with lake access Old Toronto
- Flat rentals Old Toronto
- Rentals with a sauna Old Toronto
- Waterfront rentals Old Toronto
- Guest house rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Rentals with a kayak Old Toronto
- Smoking-friendly rentals Old Toronto
- Boutique hotel rentals Old Toronto
- Beachfront rentals Old Toronto
- House rentals Old Toronto
- Rentals with pools Old Toronto
- Apartment rentals Old Toronto
- Rentals with a firepit Old Toronto
- Private suite rentals Old Toronto
- Rentals with beach access Old Toronto
- Rentals with a patio Old Toronto
- Serviced apartment rentals Old Toronto
- Rentals with outdoor seating Old Toronto
- Rentals with an accessible-height bed Old Toronto
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Metro Toronto Convention Centre
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Casino Niagara
- Rouge National Urban Park
- Things to do Old Toronto
- Things to do Toronto
- Food and drink Toronto
- Tours Toronto
- Art and culture Toronto
- Sightseeing Toronto
- Sports activities Toronto
- Nature and outdoors Toronto
- Things to do Ontario
- Sightseeing Ontario
- Tours Ontario
- Food and drink Ontario
- Art and culture Ontario
- Sports activities Ontario
- Nature and outdoors Ontario
- Things to do Canada
- Tours Canada
- Sports activities Canada
- Sightseeing Canada
- Food and drink Canada
- Nature and outdoors Canada
- Entertainment Canada
- Art and culture Canada