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.

Superhost
A modern kitchen area features light cabinetry with colorful striped accents. A sleek countertop is accompanied by two black bar stools, providing a casual dining space. Essential appliances, including a kettle and coffee maker, are neatly arranged on the countertop.
Flat in Entertainment District
4.88 out of 5 average rating, 107 reviews

Modern Condo w/Balcony Very Close To CN Tower!

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. Its located very close to all the major restaurants, bars and clubs. We provide High-speed WiFi, Cable TV/SHARP Roku Smart TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 1.1km - CN tower/Rogers Centre 750m - Union Station 1.3km - Air Canada Centre 1.6km - TIFF Bell Lightbox 350m

Guest favourite
A modern living area features a dark sofa and a light blue chair, positioned around a glass-top coffee table. A large wall-mounted TV is displayed, while decorative lanterns adorn a white console table with wicker baskets. Natural light streams through a window beside a potted plant.
Flat in Little Portugal
4.89 out of 5 average rating, 130 reviews

Cozy Private Apt DT Toronto + Free Parking

Step into this bright, cozy 1BR 1BA private suite in Toronto’s West End—minutes to great cafés, restaurants, shops, and easy transit to downtown. Ideal for couples, friends, or business travelers who want comfort and convenience. ✔ Queen Bedroom + Sofa Bed (Sleeps 4) ✔ Full Kitchen + Dining ✔ Workspace ✔ Smart TV + Streaming ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Shared Backyard ✔ Self Check-In Enjoy Toronto like a local! Coming for the 2026 World Cup? BMO Field is ~7 mins by car/taxi!

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.

Guest favourite
An open-concept living room features exposed red-brick walls and large windows that allow for ample natural light. A blue lounge chair and a cozy sofa are positioned around a wooden coffee table, with a colorful area rug underneath. A modern TV unit displays a vibrant art piece on the wall.
Flat in Trinity-Bellwoods
4.9 out of 5 average rating, 144 reviews

Gorgeous Park House on Queen West With Parking

Experience Toronto with style at Park House, where classic character meets modern comfort. This spacious home features a sleek kitchen, comfortable living area, and private terrace—perfect for unwinding after a day in the city. Located in Queen West near Trinity Bellwoods, you’re steps from boutiques, dining, and nightlife. Queen & Ossington is 5 min on foot, Kensington Market 7 min by car, and Downtown just 8 min by car. Book your stay for a memorable Toronto escape.

Superhost
A spacious living area features a large sectional sofa adorned with decorative cushions. A modern coffee table is centered in front of a wall-mounted TV, providing a focal point. A minimalist console table is present, accompanied by wall art and a plant on display.
Flat in Entertainment District
4.8 out of 5 average rating, 139 reviews

2BR Across from CN Tower & MTCC

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

Top guest favourite
Flat in Downtown Toronto
4.93 out of 5 average rating, 576 reviews

Million Dollar City Views w/ Standup desk, monitor

Sky-high condo. Postcard views. Some of the most amazing sunsets in the City. When it’s time to work, setup at the stand-up desk with 19" monitor Nespresso in hand – the city is your backdrop. • 7 min walk to Sick Kids, TGH, Sinai; next to U of T / near College and Bay • Full kitchen: cooking basics, spices, wine glasses, dishwasher & washer/dryer • Queen bed, luxury memory foam mattress • Bathtub and shower • Height-adjustable desk • 4.93★ average from 570+ stays

Top guest favourite
Flat in Roncesvalles
4.93 out of 5 average rating, 128 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.

Popular amenities for The Annex, Old Toronto apartment rentals

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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 $26 SGD 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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