
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

Luxury Stay in Yorkville Prime Toronto Location
Indulge in luxury living at this beautifully furnished 1-bedroom apartment, ideally located in the prestigious Yorkville neighborhood of Toronto. Designed for comfort and style, this serene retreat features high-end finishes and a warm, welcoming ambiance. Just steps from Toronto’s main transit line, you’ll be surrounded by designer boutiques, renowned art galleries, chic cafés, stylish bars, and top-rated restaurants. Whether you’re here to shop, explore, or relax, enjoy the this upscale suite.

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.

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.

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!

Cozy 2BR in DT Toronto with Parking+Laundry
Enjoy classic Toronto living in this bright and spacious 2-bedroom, 2-bath apartment in The Annex, just steps from Bloor Street’s vibrant cafés, restaurants, and boutiques. ***We block off the entire home for guests who only need 1-bedroom for maximum privacy & value. Walk to the UofT, Casa Loma, the ROM, or hop on the nearby Spadina or Bathurst subway. Enjoy a fireplace, balcony, fully equipped kitchen, in-unit laundry, and parking - your stylish home for an extended Toronto stay.

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.

SOHO Warehouse Style Loft in Annex/Bloor St
Welcome to The Annex Loft located right off Bloor St. Experience a rare opportunity to stay in this 1,800 sq ft Brooklyn-style loft, nestled within a historic Victorian house in one of Toronto's premier neighborhoods. Conveniently located near Spadina and Bathurst subway stations, as well as streetcar and bus services, city exploration is a breeze. You’ll also be within a short distance of top Toronto landmarks such as the Royal Ontario Museum and Casa Loma.

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.

Yorkville Toronto Breakfast Included
Entire apartment is yours to enjoy. I am the owner: I always clean-this is not multi operated. Laundry is carefully cleaned. New leather reclining sofa. I include breakfast groceries at no charge. Coffee, tea, milk, 2 apples, 2 oranges, 2 bananas, 4 bagels, cream cheese, strawberry jam, dozen eggs, butter, onion, tomatoes. Walk to Whole Foods, Starbucks. University.50" TV + 32 " TV, includes NETFLIX, AMAZON PRIME VIDEO, INTERNET.
Popular amenities for The Annex, Old Toronto holiday rentals
Other great holiday rentals in The Annex, Old Toronto

Sleek Urban Downtown Escape & 1 Free Parking

Vibrant City Escape Near Everything + 1 Parking

Live Stylishly in Yorkville + 1 Free Parking

Chic, Centrally Located 1 Bedroom Suite

Skyline Yorkville Condo | Downtown Toronto | Gym

Premiere 1 Bedroom Suite

Downtown Toronto Private Apartment in the Annex

Newly Renovated Ideally Located Annex Ensuite
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 | € 64 | € 61 | € 65 | € 63 | € 69 | € 74 | € 75 | € 77 | € 75 | € 81 | € 82 | € 76 |
| 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 300 holiday rentals in The Annex, Old Toronto

Verified guest reviews
Over 10,120 verified reviews to help you choose

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

Pet-friendly holiday rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
150 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 Royal Conservatory of Music
Destinations to explore
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Bay Station
- BMO Field
- Exhibition Place
- Harbourfront Centre
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- York University
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara




