Apartment holiday rentals in The Annex, Old Toronto

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Top-rated apartment rentals in The Annex, Old Toronto

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

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Top Guest favourite
Apartment in Discovery District
4.87 out of 5 average rating, 31 reviews

Luxe Cozy Downtown 1BR Condo w/Views

Welcome to your 1-bedroom luxurious high-floor retreat in the heart of downtown Toronto! All just steps from Bay & College What You’ll Love: • High floor with city skyline views • Extra tall ceilings & full-height windows • Bright and airy space with abundant natural light • Fully equipped kitchen & in-unit laundry • High-speed Wi-Fi&Smart TV • Walk Score 99 – subway, U of T, Eaton, Restaurant all within minutes Perfect for couples, or solo traveler who want premium comfort in a prime location.

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.

Top Guest favourite
Apartment in Yorkville
4.95 out of 5 average rating, 44 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!

Top Guest favourite
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, 73 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.

Superhost
Apartment in Toronto

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.

Guest favourite
A bright living area features large windows offering views of the city skyline. A comfortable sofa with decorative throw pillows is placed adjacent to a coffee table, while potted plants add a touch of greenery. Light-colored curtains frame the windows, creating a welcoming space.
Apartment in Garden District
4.92 out of 5 average rating, 195 reviews

Downtown apartment with parking

It's super central close to Dundas sq and 2 subway stations. I decorated my place with antiques. The place has a wonderful view of Toronto and it has parking (parking entrance is feet 6 inches tall or 2 meters ) Best way to contact me is through the Airbnb app Many attractions such as the Eaton Centre, St. Lawrence Market, Dundas Square, and the Financial area are nearby, and the nearest grocery store is just an eight-minute walk. message me if dates are not open

Guest favourite
The living room features a large 65" Samsung 4K HDTV mounted on a console, alongside a comfortable gray couch. A glass coffee table sits on a plush area rug, and a potted plant adds a touch of greenery. Natural light floods the space through the large window draped in light curtains.
Apartment in Entertainment District
4.82 out of 5 average rating, 122 reviews

Cozy 2BD Downtown Condo with FREE Parking

Welcome to your new home away from home! Perfectly-located in the heart of downtown Toronto and within walking distance to most coveted attractions, shopping, restaurants, coffee shops, clubs & bars. Features: → FREE parking → Fully-equipped kitchen → In-suite washer & dryer → 2BD each with comfy Queen bed → Living room w/ 65" TV, Netflix/DAZN → 1GB hi-speed internet for remote work → 10min walk CN Tower, Rogers Centre, Convention Centre, King St & Waterfront

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, 49 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
4.92 out of 5 average rating, 574 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.

Superhost
Apartment in Entertainment District
4.84 out of 5 average rating, 67 reviews

Oasis Escape Executive Suite at Yorkville

Book with me directly to unlock a discount—send me a message! This is entire bachelor suite not shared room with anyone! Welcome to our bachelor suite available in Yorkville - the heart of Toronto's exclusive shopping district. In the heart of Toronto's upscale Yorkville neighbourhood with the best shops, restaurants, museums, attractions, all within walking distance, Studio suite in a luxury building with top finishes.

Guest favourite
A modern living space features a light-colored sofa adorned with vibrant cushions. A stylish coffee table sits on a geometric rug, alongside a sleek TV console. Large windows provide natural light, with greenery visible through the glass, complementing the minimalist kitchen layout.
Apartment in Downtown Toronto
4.9 out of 5 average rating, 48 reviews

Vibrant City Stay: Patio, Gym, and Pool Access

- Relax in a stylish space with a spacious patio for a city escape - Indulge in lush amenities: gym, pool, sauna, perfect for work and play - Stroll to diverse eateries, vibrant shops, and seamless public transport - Enjoy speedy WiFi and a fully equipped kitchen for a comfortable, modern stay - Book today and uncover ultimate urban relaxation in this elegant hideaway!

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 $35 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 Royal Conservatory of Music

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