
Holiday rentals in The Annex, Old Toronto
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Top-rated holiday rentals in The Annex, Old Toronto
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Zen Space| Private Entry|Downtown+Subway|Yoga
Private space, separate entrance, downtown Toronto, 5-min walk to Bloor Street. Walk to restaurants, cafes, patios, comedy clubs, and Christe Pitts. Saturday morning farmers market nearby. Easy access to U of T, TMU, with the subway, plus city bikes and Uber. Features a comfortable queen bed, quiet vibe, and spacious private bathroom. Kitchenette. Guests also have access to a Peloton bike and yoga studio behind the house—perfect for relaxing or staying fit during your visit. STR-2111-HRQXVL

The Kensington House
Two-floors, vastly spacious one bedroom house with over 1000 square feet of beautiful living space, high ceilings, and two outdoor decks. Located in vibrant Kensington Market, steps away from Augusta and all its charming and diverse cafés, restaurants and shops. The city is very accessible; a four minute walk to Little Italy, Chinatown, the 510 Spadina streetcar to Union or Spadina stations, or the 506 College streetcar to Queens Park (University Ave.) or College (Yonge St.) subway stations.

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.

Cozy 2-Bedroom Home in the Annex
The home is nestled within a historic Victorian house in one of Toronto's premier neighbourhoods, renovated with smart-home features. Conveniently located near Spadina and Bathurst subway stations, as well as streetcar/ bus services, city exploration is a breeze. Located on the ground floor, this spacious two-bedroom unit benefits from soaring ceiling height and abundant natural light. It consists of a full-sized kitchen, a spacious living & dining area, two bedrooms and a full bathroom.

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.

Cozy Home in The Annex | Bright 1BR+Den | Sleeps 4
Welcome to our cozy one-bedroom condo in a quiet building steps from Bathurst Station and Bloor St. We love the bright, open feel with high ceilings, large windows, and an amazing unobstructed city view from our balcony. Our home sleeps up to four guests with a cozy bed and a living room sofa bed. The den features a dining table perfect for eating or working. We love being so close to great cafes and parks, and hope you feel right at home while exploring Toronto!

The Peony Loft - a Modern Take on the Victorian
Built in 1893, this classic Toronto Victorian home will be a relaxed introduction to city life. Enjoy the upper living space, laid out over two floors, with a gorgeous private, beautiful furnished sky deck with a view of Toronto's exciting skyline. Experience the restaurants, pubs & nightlife of Toronto's College St. neighbourhood of Little Italy, all within walking distance of your front door.

Beautiful Yorkville Luxury Condo
This beautiful cozy condo apartment is located in the heart of Toronto’s most exclusive neighborhood - Yorkville. It is close to everything, making it easy to plan your visit. Just steps from the luxury shopping, finest restaurants, museums and subway lines, less than 5-min walking distance from U of T campus and business district. Access to grocery nearby and coffee shops.

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.

Annex Garden Coach House
Welcome to the Annex Garden Coach House! Well suited for solo and family travellers alike, seeking a centrally located, quiet little house, surrounded by backyard trees, in the leafy Annex neighbourhood. You're able to park for free at your private front door, and it's a quick walk to your choice of three nearby subway stations.

Main fl Annex, private garden oasis, welcome dogs!
Entire main floor of a beautiful 100-year-old Victorian house with incredible 100-foot-long PRIVATE garden oasis - great for dogs!. Located in the heart of the Annex, one of Toronto’s oldest and most vibrant neighbourhoods with stately homes, leafy streets and loads of hip bars, cafes, and restaurants.
Popular amenities for The Annex, Old Toronto holiday rentals
Other great holiday rentals in The Annex, Old Toronto

The Laneway Suite Private 2BR Sleeps 6 Near Subway

Charming 2BR Home with Office in Wychwood

City center/luxury amenities condo in Yorkville

Comfortable Three Bedroom Home , Trinity Bellwoods

200 meters from the Beach

Fantastic area, bright & beautiful

Luxury Condo - Yorkville Toronto

Townhome w Parking- Yorkville Area
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 | £56 | £53 | £57 | £55 | £60 | £64 | £65 | £67 | £66 | £64 | £63 | £67 |
| 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 in The Annex, Old Toronto

Total holiday rentals
Explore 300 holiday rentals in The Annex, Old Toronto

Verified guest reviews
Over 10,120 verified reviews to help you choose

Family-friendly holiday rentals
80 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wifi availability
290 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 Royal Conservatory of Music
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Distillery District
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Massey Hall
- Financial District
- Casa Loma
- Downsview Park
- Horseshoe Falls
- Dufferin Grove Park
- Lakeridge Ski Resort
- Casino Niagara




