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

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng
THE ANNEX OASIS Monthly Rental for Dec, Jan & Feb Unwind on a lush, rainforest-inspired balcony with sweeping downtown views - steps from cafes, trendy shops & restaurants, culture & UofT. Our spacious 1-BD home in Annex blends comfort, charm & location. ➜ 3-min walk to St. George Subway & UoFT ➜ Free overnight street parking ➜ Complimentary breakfast snacks, coffee & tea ➜ 2 workstations+high-speed WiFi ➜ 60" Home Theater Smart TV ➜ Beautiful sunsets from balcony Your homestay in Toronto.

High-End Prime Fashion District
Gorgeous modern studio located in the heart of downtown hi-end fashion district - Yorkville. You'll stay in the middle of Toronto's main luxury shopping hub with Cartier, Versace, Chanel, Gucci, LV, D&G, and many more. With an array of upscale dining options, cultural attractions, and entertainment venues nearby, you'll find anything you crave for. It's at the crossing of main streets Yonge and Bloor, providing a convenient access to 2 main subway lines to take you anywhere. Fully equipped.

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.

Peaceful 3BR House • Central Spot • Outdoor Space
✦ This stylish 2-level, 3-bedroom home is in a quiet, central neighbourhood—offering a perfect blend of comfort and convenience. Inside, you'll find three bright and cozy bedrooms, a modern bathroom, a fully equipped kitchen, and spacious living and dining areas. Step out to the private backyard, complete with comfy seating and lush greenery. Enjoy high-speed WiFi, laundry, and a dedicated parking spot. Walk to local cafes, parks, and transit—ideal for families, professionals, or longer stays.

Stylish Oasis: an architect's unique laneway house
Come and experience our laneway house in the heart of Parkdale, Toronto! This brand new (2022) laneway house has been beautifully designed by the homeowner/architect with amazing attention to detail. It is modern and bright with windows on all 4 sides of the house. It’s inviting, clean and nestled in a park-like setting. It’s also completely private and quiet. Close to Roncesvalles Ave, High Park, Sunnyside Beach, Queen Street and venues such as BMO Field, Exhibition, and the Budweiser Stage.

Prestigious Yorkville Condo, Free Valet Parking
High-end buildings in the area with Free Valet Parking through out your stay, doesn't matter how many times you have to leave and come back. Enjoy a stylish experience at the heart of Downtown Toronto. Best restaurants, cafe's, Museum and shopping experience you can have. Less than 1 min walk to Bay street subway station. 5 min walk to Royal Ontario Museum, Queens park, University of Toronto. 2 mins walk to Prada, Cartier, Tiffany's, Chanel, LV, Harry Rosen, Holt Renfrew and many more!

*Gorgeous & professional condo in Yorkville*
Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

Grande Victorian Retreat
Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

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.

The One in Yorkville-Previously Four Seasons Hotel
Our chic apartment in the heart of Yorkville is within a five-minutes-walk to ROM and Gardener museums, University of Toronto, libraries, theatre, bookstore, parks, subway stations, church, Whole Foods, and all retail stores, from Chanel, Dior, Holt Renfrew, to COS, Sephora, and Winners. Nestled among Park Hyatt and Hazelton Hotel, our building was previously the historic Four Seasons Hotel, and the upscale area around it is bustling with cafes, restaurants and art galleries.

City center/luxury amenities condo in Yorkville
--Safe, well-managed building in a prestigious area, check in with building staff anytime after 4 pm. --Max for 4, inquire about early check-in, late check-out, parking, and DISCOUNT for long-term renting -- Indoor swimming pool, jacuzzi, steam room, gym, are open to guests --Steps away from UofT, ROM, subway stations, and bus stops, grocery stores(Whole Food, City Market, Eataly) --Surrounded by luxury brand stores, museums, internet-famous coffee shops, and restaurants

Charming, Bright Victorian Townhouse in the Annex
3 level, 2-bedroom sun-filled unit situated in the Annex. Brick fireplace (decoration piece), 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 or Spadina Subway, Casa Loma, Yorkville, University of Toronto, and museums. One outdoor parking spot provided .
Popular amenities for The Annex, Old Toronto vacation rentals
Other great vacation rentals in The Annex, Old Toronto

The BLUE Room in the trendy Ossington-Bloor area

Simply smart 1 or 2 person bedroom

Comfy bed in French Provincial style room

Cozy suite in the heart of Toronto (no kitchen)

Private Suite, Parking, Laundry, Separate Entrance

Private Room on Third Floor with New Bathroom!

Private Annex Suite – UofT, ROM, Yorkville, TTC

Private suite in Riverdale, 5 mins to the subway
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 | $106 CAD | $100 CAD | $107 CAD | $104 CAD | $114 CAD | $121 CAD | $123 CAD | $127 CAD | $124 CAD | $133 CAD | $135 CAD | $125 CAD |
| 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 vacation rentals in The Annex, Old Toronto

Total vacation rentals
Explore 290 vacation rentals in The Annex, Old Toronto

Verified guest reviews
Over 10,040 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Rentals with dedicated workspaces
140 properties have a dedicated workspace

Wifi availability
290 of The Annex, Old Toronto vacation 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
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- BMO Field
- Financial District
- 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




