
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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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.

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.

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.

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!

Cozy & Chic Stay | Ossington Station
Welcome to your urban sanctuary in the heart of Toronto's vibrant Dovercourt Village. This bright and modern suite offers the perfect blend of city convenience and neighborhood charm. Guests rave about the stylish interiors, comfy furnishings, and the unbeatable location. Whether you're enjoying coffee in the sunlit living room, discovering local gems like Paradise Grapevine and Civil Liberties, or enjoying a stroll through Christie Pits or Bloor Street West, this is your ideal home base.

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.

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.

Luxury 1BR + Den Suite - Balcony & City Views
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.

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.

Luxury Lakeview | Downtown | Sleeps 6 | Parking
Welcome to your luxury escape in the heart of Downtown Toronto! Walking distance from Toronto’s most famous landmarks, CN Tower, Rogers Centre, and Scotiabank Arena. In a prime location, most concert, events & venues are held nearby. You’ll be surrounded by a selection of top restaurants & nightlife, making it easy to experience the best of the city! You will have panoramic views of the lake and skyline, showcased through floor-to-ceiling windows!

Cozy 1BR Getaway | Steps to Bay St & Downtown core
Experience modern downtown living in this stylish condo located in Toronto’s vibrant Bay Street neighbourhood. The home features elegant wooden panel accents in both the bedroom and living room. Surrounded by top restaurants, shops, and attractions, this condo offers the perfect blend of comfort and city convenience.

Main fl Annex, private garden oasis, welcome dogs!
Entire main floor of a beautiful 100-year-old Victorian house with incredible 100-foot-long PRIVATE garden oasis - great for dogs!. Located in the heart of the Annex, one of Toronto’s oldest and most vibrant neighbourhoods with stately homes, leafy streets and loads of hip bars, cafes, and restaurants.
Popular amenities for The Annex, Old Toronto apartment rentals
Weekly apartment rentals

Vibrant City Stay: Patio, Gym, and Pool Access

Highland Condo Downtown Toronto

Modern & Sleek Condo Near Everything + 1 Parking

Sleek 1BR Downtown Stay | Walkable Paradise!

Yorkville 2BR w/ CN Tower View

Stylish Downtown Getaway | Prime City Location

Century Charm • Clean, Cozy Flat close to Transit

Urban Oasis Steps from Yonge & Dundas Square!
Private apartment rentals

Pleasant 1BR + Trundle Bed Close to UofT!

Bright & Bold Condo in the Heart of It All

Cozy Downtown Toronto Studio by Waterfront!

Upscale 2BR Condo Downtown TO Gem w Parking!

Bright & Airy Condo Near the Water +1 Free Parking

Experience Urban Living, Sauna, Gym, Pool Access

Bright Beaches Apt & Garden

Modern 1BR Condo by Yorkville w Sofa Bed!
Apartment rentals with a hot tub

Rare 1BR - Rooftop Pool, Next to MTCC & CN Tower

Scotiabank Arena/Union Station

Steps to CN Tower |1+1BR| w/ View & Free Parking

Luxury Retreat in Yorkville | Pristine Amenities!

The Farmer's Cottage

The Fort York Flat

Luxury Stay w/phenomenal view!

Canadiana Downtown Condo w/King Bed + Free Parking
When is the best time to visit The Annex, Old Toronto?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $86 SGD | $83 SGD | $97 SGD | $93 SGD | $109 SGD | $112 SGD | $112 SGD | $114 SGD | $109 SGD | $108 SGD | $109 SGD | $116 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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 $25 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 Spadina Station
Destinations to explore
- Rentals with a fireplace The Annex
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- Rentals with a washing machine and dryer The Annex
- Rentals with outdoor seating The Annex
- Pet-friendly rentals The Annex
- Rentals with a patio The Annex
- Flat rentals Toronto
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Financial District
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara




