Apartment vacation rentals in The Annex, Old Toronto

Find and book unique apartments on Airbnb

Top-rated apartment rentals in The Annex, Old Toronto

Guests agree: these apartments are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1
Top guest favorite
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, 48 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.

Top guest favorite
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 favorite
A warm and inviting living area features exposed brick walls and a large wooden dining table surrounded by black chairs. Soft lighting from a vintage chandelier casts a gentle glow over a cozy sofa and a stylish entertainment unit, creating a sense of comfort.
Apartment in Annex
4.94 out of 5 average rating, 118 reviews

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.

Top guest favorite
Apartment in Yorkville
4.95 out of 5 average rating, 42 reviews

Luxury Condo - Yorkville Toronto

Enjoy a stylish and luxury experience at this centrally located place in the Heart of Yorkville. Walking distance to Queen's Park, Royal Ontario Museum, University of Toronto, Whole Foods, Yorkville Village Shopping and more! Steps away from world-class dining including Cibo Wine Bar, Dimmi Bar and Trattoria, Kasa Moto, PLANTA, Sassafraz, STK Steakhouse, and Yamato Japanese Restaurant. Upscale boutiques including Chanel, Gucci, Holt Renfrew, Louis Vuitton, Prada, Tiffany & Co., and many more!

Guest favorite
The open concept living area features a comfortable sofa adorned with pillows, accompanied by a glass coffee table. A modern kitchen with sleek cabinetry and a breakfast bar is visible in the background, enhanced by natural light from large windows.
Apartment in Yorkville
4.91 out of 5 average rating, 22 reviews

RentX|Yorkville Suite /1-Bed/Gym/Pool

Relax in this downtown one-bedroom apt on Cumberland Street, a major street located in the heart of Toronto and Yorkville area. The area is full of award-winning restaurants, bars, shops, historic landmarks, and attractions. Adventure through Toronto and the region easily from this prime location. Once you are ready to relax in the condo, you will have access to: ✔ Fully Equipped Kitchen ✔ Open Concept Living Area ✔ Office Desk ✔ High-Speed Wi-Fi ✔ Gym and Spa Amenities Learn more below!

Guest favorite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Apartment in Cabbagetown
4.94 out of 5 average rating, 162 reviews

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.

Top guest favorite
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.

Top guest favorite
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, 72 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.

Guest favorite
A modern living space features a sectional sofa adjacent to a glass-top coffee table. A dining area with wooden chairs and a simple table is visible. Large windows allow natural light to fill the room, with a view of neighboring buildings beyond the balcony doors.
Apartment in Entertainment District
4.89 out of 5 average rating, 109 reviews

Prime Condo Across CN Tower & MTCC

Right across from Metro Convention Centre, Rogers Centre (Skydome), CN Tower and Ripley's Aquarium. You are in the heart of the entertainment district! The movie theatre is only 2 blocks north and so is TIFF (Toronto International Film Festival). You get to experience Toronto for all its worth. Feeling Hungry?? This is not going to be an Issue! There are tons and tons of great food options available, from fine dining to eating on a budget, it's all so very very close.

Top guest favorite
A bright and inviting bedroom features a spacious bed with white linens, framed tropical prints on the walls, and a lamp beside a potted plant. Floor-to-ceiling windows offer stunning views of the city skyline, allowing natural light to fill the space.
Apartment in Discovery District
4.92 out of 5 average rating, 573 reviews

Million Dollar City Views w/ Standup desk, monitor

Gaze at a seemingly unending city view through the floor to ceiling windows of this condo that sits high above the downtown hustle. The 46" HDTV has cable and full streaming, the kitchen is fully equipped with a Nespresso and full sized stove, oven and fridge. Easily work from home at the height adjustable standup desk with 19" external monitor, wireless keyboard and mouse. Perfect for a couple on a weekend getaway or an extended stay of up to 3 months.

Top guest favorite
A bronze sculpture of a historical figure stands prominently at the forefront, with a modern high-rise building visible in the background. The glass and steel facade reflects the urban environment, emphasizing the contemporary architectural design surrounding the area.
Apartment in Yorkville
4.98 out of 5 average rating, 59 reviews

YVO at 155 Yorkville 1 Bed 30th flr w/9ft Ceiling

-Dyson Hot/Cool Fan in the unit for better air flow and air quality -Parking Onsite can be arranged as per request with additional cost. Please ask for the details. -30th Flr w/soaring 9ft ceiling -1Bed suite w/upsized washroom & extra closet space -Kartell Contemporary accessories -Unique Bay Windows overlooking iconic SE & SW corner view -50 Inch Smart TV -Nesspresso Virtuo -Gooseneck Kettle for pour over coffee

Top guest favorite
A spacious living area is featured with a dark sectional sofa adorned with textured cushions. A round coffee table, topped with a decorative bowl and books, complements the soft area rug beneath. Natural light filters through large windows, illuminating the neutral walls and decor.
Apartment in Wychwood
4.94 out of 5 average rating, 68 reviews

Modern 1-Bedroom Loft

Experience the city like a local in this unique professionally designed space. This large, bright, airy space boasts 14 ft ceilings and has in-suite heating and AC. We are centrally located (steps away from Casa Loma and downtown) with plenty of options for food, drinks, and local shops. The area has excellent walkability and great transit access. 24km from/to Pearson Airport and 6km from/to Billy Bishop Airport

Popular amenities for The Annex, Old Toronto apartment rentals

When is the best time to visit The Annex, Old Toronto?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 58€ 56€ 65€ 63€ 74€ 75€ 75€ 77€ 74€ 81€ 82€ 74
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C

Quick stats about apartment rentals in The Annex, Old Toronto

  • Total vacation rentals

    Explore 150 vacation rentals in The Annex, Old Toronto

  • Nightly prices starting at

    The Annex, Old Toronto vacation rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 3,600 verified reviews to help you choose

  • Family-friendly vacation rentals

    30 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    50 properties have a dedicated workspace

  • Wi-Fi availability

    140 of The Annex, Old Toronto vacation rentals include wi-fi 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

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. The Annex
  6. Apartment rentals