
Family-friendly holiday rentals in The Annex, Old Toronto
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Top-rated family-friendly rentals in The Annex, Old Toronto
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

Cozy small newly built Toronto Islands getaway
Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

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.

Luxurious Annex/Yorkville 1300 Sq Ft & Parking
Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

Contemporary Apt in Central Toronto
Ultimate modern living in this exquisite, newly renovated suite nestled in the heart of central Toronto! This immaculate unit features 2 bedrooms, 3 beds, and a stylish 3-piece bathroom. Discover vibrant Midtown and Yonge/Eglinton, with superb restaurants, cafes and picturesque parks/ walking trails at your fingertips. Commuting is a breeze with a TTC bus stop conveniently situated right in front of your doorstep, or take a leisurely ten-minute stroll to reach Eglinton Subway Station.

Cozy 1 Bedroom Unit in the Annex, Free Parking
Welcome! This cozy unit is a great place to stay if you want to be in the city without feeling like you're in a concrete jungle. Located in the Annex, it's a food haven for those that are interested in exploring different places to eat. It's also a 5 min walk away from the Bloor/Spadina subway station (or Bathurst station in the other direction), so it's great for commuting around to different areas of Toronto. Yorkville, the ROM, and Casa Loma are also under 10 mins drive from here.

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.

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

Beautiful Suite in Historic Cabbagetown
Beautifully renovated 1 bed 1 bath lower level in historic Cabbagetown. Tastefully designed and updated throughout. Cabbagetown is a largest protected Victorian Heritage area in North America with houses dating back to the 1800s. One of Toronto's founding neighbourhoods, it's ideal to visit being very close to the downtown core while maintaining an authentic neighbourhood feel. Walking distance to shops and restaurants, and nature with Riverdale Farm and the Don Valley.

Luxurious 2 Bedroom in the heart of the city!
Spacious, renovated 2 bedroom space and a 4 piece washroom. It is a beautiful Basement space located in a family home in a family-friendly quiet Toronto area that is close to Wychwood Barns Park (featuring Saturday open market) Casa Loma, Christie Pits Park. Features: Spacious open concept kitchen and dining-living equipped all facilities to make the guest stay comfortable. Primary bedroom setup for WFH Desk. At doorstep TTC bus services and paid street parking available.

Modern Apartment in Historic Home near Trinity Bellwoods
Chill under the vintage LPs in this hip and cozy Trinity Bellwoods apartment. Showcasing clean lines and open-plan living, the newly renovated home is bright, white, and comfortable with colorful accents that add a retro vibe to its modern aesthetic. The flat sits on the lower level of a heritage home nestled between Dundas West, Queen West, The Ossington Strip, and Toronto's lively park, Trinity Bellwoods. STR-2009-GLXRPG

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.

Luxurious Downtown Loft - with Parking
We’re so proud to have been named a top 5% listing worldwide. Our urban hideaway is a perfect blend of open-concept living in a prime location. Our space provides a peaceful retreat right on the edge of Toronto's most vibrant neighbourhoods. Enjoy a stylish home base, with the excitement of city life right at your doorstep. Perfect for those who want to explore by day and relax by night.
Popular amenities for The Annex, Old Toronto family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

The Farmer's Cottage

1 Bedroom Suite DT Core - (Office/Bidet/Balcony)

The Fort York Flat

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

Luxury Downtown Condo For 6 (CN Tower View)

Stylish 1BR/2 bed CN Tower view, Free Parking
Family- and pet-friendly home rentals

Chic Garden Suite. Walk to City's Best Areas.

Toronto Island Wonderland View

A spectacular and authentic loft!

Comfy Oasis In Historic Downtown Neighborhood

Stylish Yorkville Studio: Near U of T & ROM
Garden Home @ Trinity Bellwoods Park

One bedroom vacation rental at The Beaches

Vibrant downtown place
Family-friendly home rentals with a pool

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Cozy Condo Next to CN Tower

The Homelands Suite, 2 Bedroom with Pool.

Lakeside Condo Studio In Downtown Toronto

Hidden gem in Humber bay shores Toronto w/ parking

Beautiful Lake View Studio Condo + 1 free Parking

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

2BR Across from CN Tower & MTCC
When is the best time to visit The Annex, Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 SGD | $239 SGD | $219 SGD | $192 SGD | $193 SGD | $203 SGD | $233 SGD | $238 SGD | $230 SGD | $228 SGD | $247 SGD | $231 SGD |
| 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 The Annex, Old Toronto

Total holiday rentals
Explore 80 holiday rentals in The Annex, Old Toronto

Nightly prices starting at
The Annex, Old Toronto holiday rentals start at $26 SGD per night before taxes and fees

Verified guest reviews
Over 1,870 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wifi availability
80 of The Annex, Old Toronto holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across The Annex, Old Toronto rentals

4.7 Average rating
The Annex, Old Toronto stays receive an average rating of 4.7 out of 5 from guests

Nearby attractions
The Annex, Old Toronto’s top spots include Royal Ontario Museum, Bata Shoe Museum and Spadina Station
Destinations to explore
- Rentals with a fireplace The Annex
- Flat rentals The Annex
- Rentals with outdoor seating The Annex
- Pet-friendly rentals The Annex
- Fitness-friendly rentals The Annex
- House rentals The Annex
- Rentals with a washing machine and dryer The Annex
- Rentals with a patio The Annex
- Family-friendly rentals Toronto
- Family-friendly rentals Ontario
- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- York University
- Toronto City Hall




