
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.

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.

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.

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.

Two story home & garden in vibrant neighbourhood
Newly renovated heritage home in the heart of one of Toronto's most vibrant neighborhoods. Perfect for families, the home features hardwood floors, lots of natural light, and very comfy beds. Conveniently located steps from the subway on a residential street, you are close to many great restaurants & blocks from the U of T and Kensington market. Not far from Scotiabank arena & Rogers centre - for concerts and sporting events. Patio and garden are yours to enjoy. Pets welcome.

Steps to Four Seasons Hotel Yorkville Condo
Unobstructed panoramic view in the heart of upscale Yorkville. Minute walk to Bay subway station, Whole Foods, ROM and U of T and high-end restaurants. Easy parking @ 74 Yorkville for $20 (daytime). Around the corner from Toronto's main luxury shopping hub, Yonge + Bloor. *Upscale neighborhood *Highspeed WIFI *Walk score of 96 *Transit score of 93 *Bike score of 98 (rentable Bixi bikes nearby) *Fully equipped kitchen *Full-sized washer/dryer *Gym in building

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.

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

Bright, Stunning Victorian Townhouse in the Annex
Newly renovated, 3 level, 2-bedroom sun-filled unit, situated in the Annex. Brick fireplace, central air conditioning and heating, wooden floors and exposed brick. Steps away from Bloor St, coffee shops, restaurants, shops, galleries, parks and much much more. Short walk to Bathurst and Spadina Subway, Casa Loma, Yorkville, University of Toronto, and museums.

Cozy private space in mid-town Toronto
Welcome to our recently renovated unit that is part our home but completely separate from it. We are located in a Hillcrest Village a great neighbourhood that includes a mix of international restaurants, pubs and independent shops. We are very close to the St. Clair streetcar (tram) which takes you downtown in less than 20 minutes.

Tree top gem - Downtown Toronto
A contemporary 75 sq m (800 sq ft) apartment located on the 3rd floor (stair access only) of a privately owned triplex. This unique space, within walking distance of everything, is a fully furnished unit equipped to make your stay both comfortable and enjoyable.
Popular amenities for The Annex, Old Toronto family-friendly rentals
Family-friendly home rentals with a hot tub

Cozy Condo Next to CN Tower

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

The Penty: Luxurious Penthouse with Pool, Hot Tub

Modern Downtown Condo Free Parking/ Walk to Lake

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

The Fort York Flat

Lux Waterfront Condo Pool Hot Tub Free Parking

Stylish Downtown Toronto Condo with Free Parking
Family- and pet-friendly home rentals

Explore City Life, Pool, Gym, Patio

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

Luxury Condo - Yorkville Toronto

Admire City Views from Bed at this Chic Apartment

Stylish Downtown Getaway | Prime City Location

One bedroom vacation rental at The Beaches

Beauty 1800 sq ft, 2 storey, 2 beds, Little Italy

Town Inn Suites
Family-friendly home rentals with a pool

Modern Downtown Loft with Private Garden

Bright, spacious luxury basement apartment

Luxury Condo with FreeParking. CN Tower Lake View

Hidden gem in Humber bay shores Toronto w/ parking

Chic, High-Rise Apartment with CN Tower Views

Stylish 1 BDRM/ GYM/WIFI/ Laundry

Luxury condo 2+2 /free parking on Bay Street

Studio by Lake -Close to Central Airport & Station
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 | $291 AUD | $288 AUD | $264 AUD | $231 AUD | $233 AUD | $245 AUD | $281 AUD | $287 AUD | $278 AUD | $325 AUD | $333 AUD | $301 AUD |
| 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 70 holiday rentals in The Annex, Old Toronto

Nightly prices starting at
The Annex, Old Toronto holiday rentals start at $31 AUD per night before taxes and fees

Verified guest reviews
Over 1,820 verified reviews to help you choose

Pet-friendly accommodation
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of The Annex, Old Toronto holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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 patio The Annex
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- Fitness-friendly rentals The Annex
- Apartment rentals The Annex
- Rentals with a washing machine and dryer The Annex
- House rentals The Annex
- Rentals with outdoor seating The Annex
- Pet-friendly rentals The Annex
- Family-friendly rentals Toronto
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- Family-friendly rentals Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- 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
- Rouge National Urban Park
- Casino Niagara
- Royal Ontario Museum




