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Apartment holiday rentals in The Annex, Old Toronto

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Top-rated apartment rentals in The Annex, Old Toronto

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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.
Flat in Midtown
4.93 out of 5 average rating, 227 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 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.
Flat 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 favourite
The kitchen area features modern cabinetry with gold hardware, a spacious white countertop, and stainless steel appliances, including a refrigerator and microwave. A double sink and a wooden cutting board add functionality, while a small potted plant provides a touch of greenery.
Flat in Casa Loma
5 out of 5 average rating, 12 reviews

Casa loma apartment

1-bedroom basement suite across from the historic Casa Loma! Includes queen bed, full sized sofa bed, fully equipped kitchen, Wi-Fi, TV, in-suite laundry, and private entrance. Short walk to the subway (DuPont station ), museums (casa loma, Spadina house) cafes, world class shopping & restaurants restaurants and bars in a quiet, historic neighborhood with easy access to downtown — perfect for a relaxing Toronto stay next to an iconic Toronto landmark. Paid on street permit parking available

Top guest favourite
A historic Victorian house is depicted, featuring intricate architectural details and large windows framed by greenery. The exterior showcases a combination of brick and stone, with climbing vines adding character to the façade. A clear blue sky serves as a backdrop.
Flat in Annex
5 out of 5 average rating, 29 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.

Guest favourite
A modern living area features a dark gray convertible sofa and a small dining table near the windows. Natural light enters through two large windows, framed by light curtains. A well-equipped kitchen is visible in the background, showcasing stainless steel appliances and a white countertop.
Flat in Annex
4.85 out of 5 average rating, 101 reviews

Cozy 1 Bedroom Unit in the Annex, Free Parking

Welcome! This cozy unit is a great place to stay if you want to be in the city without feeling like you're in a concrete jungle. Located in the Annex, it's a food haven for those that are interested in exploring different places to eat. It's also a 5 min walk away from the Bloor/Spadina subway station (or Bathurst station in the other direction), so it's great for commuting around to different areas of Toronto. Yorkville, the ROM, and Casa Loma are also under 10 mins drive from here.

Top guest favourite
A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.
Flat in Toronto
4.95 out of 5 average rating, 110 reviews

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

Guest favourite
The master bedroom features a queen-sized bed adorned with a plush white comforter and a cheerful yellow accent pillow. Expansive floor-to-ceiling windows provide unobstructed views of the Yorkville skyline, allowing natural light to illuminate the space.
Flat in Yorkville
4.9 out of 5 average rating, 112 reviews

Yorkville 29th Floor Celebrity Suite GREAT VIEW

This top floor Yorkville celebrity suite corner suite has unobstructed views of Yorkville from the Queen sized bed in the master bedroom. Steps to UofT campus, and less than 5mins walk from 3 subway stops. Luxury shopping and stores like Whole Foods, Louis Vuitton, Holt Renfrew, Nespresso, Dolce+Gabbana, Tiffany at your front door. Perfect for business or leisure. The building has a gym on the 3rd floor. The suite sleeps up to 4 people in 2 areas. The sofa bed in the living room.

Guest favourite
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.
Flat in Cabbagetown
4.93 out of 5 average rating, 172 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 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.
Flat in Annex
4.98 out of 5 average rating, 55 reviews

Sundrenched 1BR Downtwn Apt-Views & Free O/N Prkng

THE ANNEX OASIS 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 favourite
Flat in Roncesvalles
4.93 out of 5 average rating, 129 reviews

Chic Garden Suite. Walk to City's Best Areas.

Welcome to the Garden Suite @HighParkHomes *Quiet block near all the fun: Dundas W|Queen W|Trinity Bellwood|Roncy|Little Portugal|Little Italy|Bud Stage|BMO Field|Scotia Arena|Rogers Centre. *Fully private. *High ceilings. Heated floors. *Powerful rain shower. Bidet. USB ports all over. Quality furnishings. *Sunlight fills the suite thru the 9 foot glass entryway. (NB, this is a bsmt reno'd to 9'). *Full kitchen. Full laundry in suite.

Guest favourite
The dining area features a round wooden table surrounded by six black chairs. Natural light filters through large windows, showcasing city views. A modern chandelier hangs above the table, while a plush sofa is positioned against the wall, complemented by decorative greenery.
Flat in Downtown Toronto
4.86 out of 5 average rating, 99 reviews

Toronto Low-Penthouse Condo w/ Free Parking

Hello travelers, this apartment offers the perfect blend of urban living and tranquility. Situated in the bustling city center, this upscale condominium provides convenient access to all the vibrant attractions, dining options, and cultural landmarks the city has to offer. Enjoy the freedom to explore the city while knowing that your home provides a secure and serene retreat. I am Fei, the manager of the condo to serve you here.

Top guest favourite
A welcoming living area is presented with large bay windows allowing natural light. Comfortable seating is arranged around a circular coffee table, complemented by decorative elements like artwork on the walls and a potted plant in the corner.
Flat in Palmerston
4.97 out of 5 average rating, 37 reviews

Beauty 1800 sq ft, 2 storey, 2 beds, Little Italy

Beautiful, 1800 square feet, two level apartment. Laundry, 2 washrooms, two bedrooms with really comfy matresses, full kitchen. Deck for outdoor lounging or dining. Close to many restaurants, bars, transport or a great spot to just start wandering downtown Toronto. Street parking available through the City. Go to City of Toronto temporary parking permit website. Easy and inexpensive. PRINT PERMIT BEFORE YOU ARRIVE.

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Quick stats about flat rentals in The Annex, Old Toronto

  • Total holiday rentals

    Explore 150 holiday rentals in The Annex, Old Toronto

  • Nightly prices starting at

    The Annex, Old Toronto holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 3,650 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    150 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

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