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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
Apartment in Liberty Village
5 out of 5 average rating, 124 reviews

Charming Liberty Village condo! - Casa di Leo

Enjoy a memorable stay at this unique condo located in the heart of Liberty Village. Just steps from downtown Toronto, BMO Stadium, & Budweiser Stage, you’re never far from where you need to go. With beautiful unobstructed park and city views, you can take it all in while you enjoy your little slice of paradise. The condo is designed with warmth, character, and meaning to feel as welcoming and comfortable as possible. You’ll instantly feel at home here. Thank you for choosing Casa di Leo!

Top Guest favourite
The living area features a modern sofa facing a flat-screen TV, with a decorative coffee table set beside it. A sleek kitchenette is visible in the background, equipped with stylish cabinetry and appliances. Sunlight streams through large windows, illuminating the space.
Apartment in Yorkville
4.98 out of 5 average rating, 53 reviews

Chic Yorkville 1BD W/ Private Terrace

CHIC 1-bedroom condo in the heart of Yorkville, Toronto. At your doorstep are bustling streets, charming cafes, Michelin-star restaurants, upscale boutiques, art galleries, ROM, and Whole Foods. The space has the perfect balance of elegance, convenience, and comfort. Stocked with essentials, and a rare 100 sq ft private terrace. Savor your morning coffee or an evening glass of wine (or bottle!) As the owner, I personally oversee every detail to ensure cleanliness and comfort for your arrival.

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, 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.

Superhost
Apartment in Garden District
4.8 out of 5 average rating, 30 reviews

Modern & Stylish Entire Unit in Downtown Toronto

Welcome! We are located just a 5-minutes walk from downtown station and steps from the street car. Simply arrive — everything’s here • 50' Smart TV for Netflix, Youtube, Disney+ and more • A dedicated workspace for business travelers with high-speed internet • Comfy bed with fresh linens • Fully equipped kitchen for home-cooked meals • Your own clean and private bathroom • Disposable items for your nights: Including razors, Hair brush, Toothbrush/paste, Shampoo/conditioner/body wash

Superhost
A modern living space features large windows that overlook the city skyline. Stylish furnishings include a spacious couch with decorative pillows, yellow dining chairs at a glass table, and a sleek kitchen with a dark countertop. Natural light brightens the open layout.
Apartment in Yorkville
4.9 out of 5 average rating, 20 reviews

Beautiful 1BR Condo Coveted Yorkville!

Welcome to our stylish and luxurious Yorkville condo! Immerse yourself in the heart of Toronto's most upscale neighbourhood, surrounded by top-rated shopping, renowned restaurants, and cultural attractions. This chic retreat offers modern amenities, elegant design and a prime location for an unforgettable stay in a newly-constructed building. ➜ Approx. 500ft² / 56m² of space ➜ Highspeed WIFI ➜ In-unit washer & dryer ➜ Fully equipped kitchen ➜ Steps to Bay & Museum subway stations

Guest favourite
Apartment in Toronto
5 out of 5 average rating, 5 reviews

King West Loft Steps to CNTower/Financial District

Experience downtown Toronto living at its finest in this oversized loft located right on King Street West — just steps from the Financial District, CN Tower, and Entertainment District. This modern loft features luxury finishes, 9ft ceilings, an open-concept living space, and floor-to-ceiling windows that fill the suite with natural light. The kitchen is equipped with a gas range, and sleek stone countertops. Minutes to Union Station, TTC, and all major transit options.

Superhost
Apartment in Toronto
5 out of 5 average rating, 4 reviews

Modern 2-BD Apartment in Prime Toronto

Experience contemporary living in the heart of Yorkville with this bright, thoughtfully arranged Suite. It offers one private bedroom, an additional den bed, and two well-designed bathrooms. The space features elegant finishes, premium Miele appliances, a wine fridge, a Nespresso machine, and in-suite laundry. With room for up to four guests, it also includes a private balcony with city views—just steps from top dining, boutique shops, and major Toronto attractions.

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, 50 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
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
4.93 out of 5 average rating, 575 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.

Guest favourite
A modern living area features a black sofa, round ottoman, and a small coffee table positioned on a textured rug. A bright artwork piece is mounted on the white wall, with the kitchen area visible in the background, showcasing essential appliances and a minimalist design.
Apartment in Roncesvalles
4.94 out of 5 average rating, 108 reviews

Bright & Modern Lower Level On Lansdowne

Located on Lansdowne between Queen and Dundas West, this newly renovated one bedroom lower level unit with separate entrance is a bright and open floorplan you will easily enjoy during your stay. It’s proximity to downtown and highway access while being close to all the best Toronto West neighbourhoods makes this location truly special. Come stay in this convenient, private, and modern unit with all the comforts of home.

Top Guest favourite
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
4.95 out of 5 average rating, 73 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

Top Guest favourite
A dining area is presented with a wooden table set for meals. A textured vase holds an arrangement of greenery and foliage. Black-framed photographs adorn the wall, creating an artistic backdrop, while a pendant light offers soft illumination.
Apartment in Wychwood
4.97 out of 5 average rating, 97 reviews

Renovated Modern 2 Bedroom Suite w/ City Views

Experience the city like a local in this newly renovated two-bedroom suite. This ample, bright, airy space has beautiful city line views. 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

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Quick stats about apartment 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 $34 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 30 rentals that welcome pets

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    150 of The Annex, Old Toronto holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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

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