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.

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Top guest favourite
A bright living room is filled with natural light, featuring a cozy couch and two large cushions arranged on the floor. A round coffee table sits at the center, adorned with decorative objects. Green plants add a touch of nature, complemented by light, airy curtains.
Apartment in Annex
4.98 out of 5 average rating, 47 reviews

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.

Guest favourite
A modern studio living space features a comfortable blue sofa adorned with patterned cushions. A glass dining table is set with pink plates and elegant glassware, while a sculpture lamp provides Soft illumination. Large windows offer a view of the bustling cityscape.
Condo in Yorkville
4.84 out of 5 average rating, 57 reviews

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.

Top guest favourite
A cozy living area features a grey sofa and two matching armchairs, all positioned on a neutral area rug. A modern arc floor lamp provides soft lighting, while framed art adorns the walls. A small glass side table sits beside the sofa, enhancing the space's functionality.
Apartment in Annex
4.93 out of 5 average rating, 222 reviews

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.

Guest favourite
A spacious living and dining area features a light-colored sectional sofa adorned with a red plaid throw. Modern artwork decorates the white walls, complemented by a wooden coffee table and comfortable armchairs. Natural light streams through windows, enhancing the warm hardwood flooring throughout the space.
Home in Annex
4.81 out of 5 average rating, 21 reviews

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.

Top guest favourite
The exterior of the laneway house features a modern design, characterized by large windows and a dark facade. It is surrounded by mature trees and a well-maintained yard, creating a serene atmosphere. A stone pathway leads to the entrance, inviting guests into the space.
Home in Parkdale
5 out of 5 average rating, 49 reviews

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.

Guest favourite
Bright living area features large windows with city views, allowing ample natural light. A gray sectional sofa is adorned with decorative pillows, complemented by a warm throw. A dining table with modern chairs sits nearby, beside a stylish coffee table displaying books and greenery.
Condo in Yorkville
4.95 out of 5 average rating, 75 reviews

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!

Top guest favourite
A modern living space is presented, featuring a sleek kitchen area with wooden cabinetry and stainless steel appliances. A soft gray sofa with decorative pillows faces the windows, allowing natural light to illuminate the room. A glass partition adds a touch of elegance.
Condo in Yorkville
4.93 out of 5 average rating, 118 reviews

*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.

Top guest favourite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Apartment in Annex
5 out of 5 average rating, 42 reviews

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.

Guest favourite
A stylish living space features an eye-catching geometric wallpaper, complemented by a contemporary wooden sideboard and a gray sectional sofa. A small round table and a two-person bar table are positioned near large windows that offer expansive city views.
Condo in Yorkville
4.93 out of 5 average rating, 192 reviews

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.

Top guest favourite
A modern living area is highlighted by a sleek sofa and a glass coffee table atop a zebra-patterned rug. An open layout reveals a kitchen area equipped with contemporary appliances. Art pieces adorn the walls, and a smart TV is mounted for entertainment.
Apartment in Yorkville
5 out of 5 average rating, 70 reviews

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.

Top guest favourite
A serene bedroom features a spacious bed adorned with a light blue quilt. Two bedside lamps provide gentle illumination beside the bed, which is positioned against a wall of windows allowing natural light to fill the room. A mirror reflects the calming space.
Condo in Yorkville
4.96 out of 5 average rating, 72 reviews

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

Superhost
A spacious living room features a white sectional sofa and a contemporary coffee table on polished wooden floors. Natural light enters through large windows, complemented by a decorative brick fireplace and lush green plants. A ceiling fan enhances airflow in the inviting space.
Home in Annex
4.82 out of 5 average rating, 82 reviews

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

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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
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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

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