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Vacation rentals in The Annex, Old Toronto

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Top-rated vacation rentals in The Annex, Old Toronto

Guests agree: these stays are highly rated for location, cleanliness, and more.

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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, 47 reviews

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

THE ANNEX OASIS Monthly Rental for Dec, Jan & Feb 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 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, 222 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
Bright living area features large windows with city views, allowing ample natural light. A gray sectional sofa is adorned with decorative pillows, complemented by a warm throw. A dining table with modern chairs sits nearby, beside a stylish coffee table displaying books and greenery.
Condo in Yorkville
4.95 out of 5 average rating, 75 reviews

Prestigious Yorkville Condo, Free Valet Parking

High-end buildings in the area with Free Valet Parking through out your stay, doesn't matter how many times you have to leave and come back. Enjoy a stylish experience at the heart of Downtown Toronto. Best restaurants, cafe's, Museum and shopping experience you can have. Less than 1 min walk to Bay street subway station. 5 min walk to Royal Ontario Museum, Queens park, University of Toronto. 2 mins walk to Prada, Cartier, Tiffany's, Chanel, LV, Harry Rosen, Holt Renfrew and many more!

Top guest favourite
A modern living space is presented, featuring a sleek kitchen area with wooden cabinetry and stainless steel appliances. A soft gray sofa with decorative pillows faces the windows, allowing natural light to illuminate the room. A glass partition adds a touch of elegance.
Condo in Yorkville
4.93 out of 5 average rating, 118 reviews

*Gorgeous & professional condo in Yorkville*

Owned by a traveller and importer who spends a lot of his time in the Mediterranean, this residence poises your downtown Toronto stay smack-dab in the heart of one of North America’s most prodigious communities, Yorkville, while simultaneously experiencing comfortable and cultivated condominium ambiance. This residence is perfect for travellers for short-term stays and business professionals working remotely for longer-term stays who need a comfortable and intelligent living environment.

Top guest favourite
A stylish living room is filled with various plants and natural light. A comfortable sofa is flanked by two chairs, with a small coffee table in front. A large artwork is displayed on the wall, and a decorative rug is laid on the floor.
Apartment in Annex
5 out of 5 average rating, 42 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.

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, 70 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.

A serene bedroom is present, featuring a spacious bed dressed in soft green linens. Decorative wall art complements the green accent wall. Two bedside lamps rest on wooden nightstands, and a white dresser stands nearby. Natural light filters through the window, enhancing the calming atmosphere.
Home in Annex
4.82 out of 5 average rating, 11 reviews

The Skylight Hideaway | 2BD 2BA by Annex Sleeps 6!

Welcome to The Skylight Hideaway! Modern 2-bedroom new private laneway house steps from Christie Pitts and the Annex. Sleeps 6 with 2 bedrooms 2 full bathrooms and a comfy sofa bed! 3 Skylights and high ceilings fill the space with natural light. Enjoy a fully equipped kitchen, 2 sleek ensuite bathrooms, Wi-Fi, Smart TV, and free in-unit laundry. Quiet & private entrance in one of Toronto’s best neighbourhoods. Walk to parks, cafes, and the subway.

Superhost
A spacious living room features a white sectional sofa and a contemporary coffee table on polished wooden floors. Natural light enters through large windows, complemented by a decorative brick fireplace and lush green plants. A ceiling fan enhances airflow in the inviting space.
Home in Annex
4.82 out of 5 average rating, 82 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 .

Apartment in Yorkville
5 out of 5 average rating, 4 reviews

Chic Yorkville Condo • Sleeps 3 • Prime Location

Experience upscale city living in the heart of Yorkville. This stylish brand-new 1-bedroom condo offers modern finishes, luxury Miele appliances, and a fully equipped kitchen — perfect for business travelers, couples, or small families. Nestled in one of Toronto’s most desirable new developments, you’ll be steps from world-class dining, high-end shopping, and the best of downtown.

Top guest favourite
Condo in Yorkville
5 out of 5 average rating, 6 reviews

Yorkville Luxury • 2BR Condo w/ Views + Parking

Experience upscale living in the heart of Yorkville. This stylish 2-bedroom, 2-bath condo features modern finishes, luxury Miele appliances, a wine fridge, Nespresso, and in-suite laundry. With 2 bedrooms plus a sofa bed, it comfortably sleeps up to 6. Relax on the balcony with city views, then step outside to world-class dining, designer shopping, and Toronto’s top attractions.

Top guest favourite
Condo in Mirvish Village
5 out of 5 average rating, 7 reviews

Cozy Annex Home

Our cozy one-bedroom condo is in a quiet building just steps from Bathurst Station and Bloor Street. We love how the space feels bright and open with its high ceilings and large windows, yet still warm and relaxing after a busy day in the city. We love how close we are to great cafes, parks, and neighbourhoods, and hope you will feel right at home while exploring Toronto.

Top guest favourite
Private room in Annex
4.96 out of 5 average rating, 332 reviews

Newly Renovated Ideally Located Annex Ensuite

We are located on a quiet leafy residential street in the Annex neighbourhood. Our home is 5 minutes on foot from the subway and a short walk to Bloor Street, U. of T., Yorkville and the Royal Ontario Museum. The park at the corner has a public bike-share. The area has an abundance of restaurants, pubs, coffee shops, grocery stores, and specialty food shops.

Popular amenities for The Annex, Old Toronto vacation rentals

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Quick stats about vacation rentals in The Annex, Old Toronto

  • Total vacation rentals

    Explore 290 vacation rentals in The Annex, Old Toronto

  • Verified guest reviews

    Over 10,040 verified reviews to help you choose

  • Family-friendly vacation rentals

    70 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    140 properties have a dedicated workspace

  • Wifi availability

    290 of The Annex, Old Toronto vacation 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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