Vacation rentals in The Annex, Old Toronto

4.93 out of 5 average rating, 204 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.

4.94 out of 5 average rating, 116 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.

Home in Summerhill

5 out of 5 average rating, 3 reviews

Summerhill Designer 2BR Home • Must See • Sleeps 4

✦ Design-forward retreat with a sunlit living room—large leather sofa, lounge chairs, wall-mounted TV, and a sleek linear fireplace. Glass-top dining for four flows to a chef-ready galley kitchen with wall oven, quartz counters, and a breakfast bar for two; slide the doors to a private, greenery-framed deck. Two serene bedrooms (king + queen). Spa bath with walk-in shower, and soaking tub. In-home laundry, hardwood floors and fast Wi-Fi. Modern and thoughtful decor—perfect base for your stay.

5 out of 5 average rating, 22 reviews

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.

4.87 out of 5 average rating, 99 reviews

Home in Annex

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.

Superhost

Hotel room in Church-Wellesley

4.78 out of 5 average rating, 141 reviews

Town Inn Suites

Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

5 out of 5 average rating, 39 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.

4.98 out of 5 average rating, 44 reviews

Loft in Annex

SOHO Warehouse Style Loft in Annex/Bloor St

Welcome to The Annex Loft located right off Bloor St. Experience a rare opportunity to stay in this 1,800 sq ft Brooklyn-style loft, nestled within a historic Victorian house in one of Toronto's premier neighborhoods. Conveniently located near Spadina and Bathurst subway stations, as well as streetcar and bus services, city exploration is a breeze. You’ll also be within a short distance of top Toronto landmarks such as the Royal Ontario Museum and Casa Loma.

Superhost

Home in Annex

4.86 out of 5 average rating, 77 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 .

5 out of 5 average rating, 8 reviews

Apartment in Yorkville

Yorkville’s Chicest Address + 1 Free Parking

This stylish Yorkville condo is your private retreat in Toronto's most exclusive neighbourhood. Steps from designer boutiques, Michelin-starred restaurants, and cultural gems, this space offers both luxury and convenience. Professionally decorated and thoroughly cleaned between each stay, it’s the perfect place to relax after a day of exploring or business meetings.

4.92 out of 5 average rating, 118 reviews

Apartment in Yorkville

Luxurious Condo in Yorkville + 1 Free Parking

Stay in Toronto’s prestigious Yorkville neighborhood, where high-end shopping, gourmet dining, and art galleries await you. This sleek condo offers total privacy and is professionally cleaned between each guest. Enjoy a stylish, comfortable space with all the amenities for a perfect urban getaway. Ideal for both leisure and business travelers.