
Holiday rentals in The Annex, Old Toronto
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Top-rated holiday rentals in The Annex, Old Toronto
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Scenic View! Luxury entire condo/Toronto Downtown
This unit has amazing view & Great location Luxurious area in Toronto Yorkville ! Everything is near by. Walking distance U of T campus, Royal Ontario Museum, HI-END shopping malls , restaurants and subway -1bedroom + Den -Queen bed + 2 sofa bed -High speed wifi -SmartTV (Access to Netflix or YouTube) -Cable TV -All in one Printer (Wireless) -Fully equipped kitchen (no oven) -Washer + Dryer -Iron+Ironing board -Bidet seat equipped on toilet -Gym -Paid Parking is available in the building

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.

Private Bedroom, Bathroom, Kitchen -Basement Apt
Take a break and unwind at this peaceful oasis. This is a rare gem as the bedroom, bathroom and kitchen are all private, for an affordable price. It is very simple and some of our personal belongings are in the space but we keep the price low to make up for it. Most rentals in this area of Toronto have shared bathroom or kitchen or are very expensive. Within walking distance to Parkway Mall. 5 minute drive to the 401 or DVP which will take you to downtown Toronto in 25 minutes (if no traffic).

Peaceful 3BR House • Central Spot • Outdoor Space
✦ This stylish 2-level, 3-bedroom home is in a quiet, central neighbourhood—offering a perfect blend of comfort and convenience. Inside, you'll find three bright and cozy bedrooms, a modern bathroom, a fully equipped kitchen, and spacious living and dining areas. Step out to the private backyard, complete with comfy seating and lush greenery. Enjoy high-speed WiFi, laundry, and a dedicated parking spot. Walk to local cafes, parks, and transit—ideal for families, professionals, or longer stays.

Bright Two Story Loft, Downtown TO, FREE Parking
Enjoy a STYLISH experience at Andre's CENTRALLY located home. A statuesque highrise tower with attached suites & lofts. This is your urban address overlooking a European style park, a short walk to the University of Toronto, Metropolitan University and Yorkville. Located in the heart of the city, steps from transit and grocery stores. Minutes from the financial and entertainment districts. A short walk to the Village and its nightlife. You'll have Toronto at your feet. FREE PARKING for 1 car!

Penthouse * Rare * Stunning Views * 2500 sq ft
Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

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!

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.

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.

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.

Admire City Views from Bed at this Chic Apartment
The critics have spoken! This five star rated,professionally designed unit is fresh and functional . The art work and accessories were carefully chosen to accentuate your positive living experience. This is a one bedroom, one bathroom unit with kitchen living dining and den areas. There is a fully equipped gym on the 3rd floor for your use. Check in time is between 3 PM and 10 PM the day of arrival and check out time is 11 AM the day of departure.

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 .
Popular amenities for The Annex, Old Toronto holiday rentals
Other great holiday rentals in The Annex, Old Toronto

Vibrant City Escape Near Everything + 1 Parking

Sleek & Stylish Stay in City Core + 1 Free Parking

Live Stylishly in Yorkville + 1 Free Parking

Cozy 1BR Getaway | Steps to Bay St & Downtown core

Luxurious Condo in Yorkville + 1 Free Parking

Luxury 2-Story Loft• Free Parking Steps to Transit

Elegant Sunset Lake View Suite with Parking

Luxury TIFF District Condo
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 | £56 | £53 | £57 | £55 | £60 | £64 | £65 | £67 | £65 | £70 | £71 | £66 |
| 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 holiday rentals in The Annex, Old Toronto

Total holiday rentals
Explore 290 holiday rentals in The Annex, Old Toronto

Verified guest reviews
Over 10,040 verified reviews to help you choose

Family-friendly holiday rentals
70 properties offer extra space & child-friendly amenities

Pet-friendly holiday 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 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
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park




