
Holiday rentals in The Annex, Old Toronto
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Top-rated holiday rentals in The Annex, Old Toronto
Guests agree: these stays are highly rated for location, cleanliness and more.

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.

Bright Industrial Loft • High Ceilings • Sleeps 4
✦ Beautiful and spacious loft at Queen & Spadina! This one-bedroom executive-style suite has it all: open-concept layout with soaring 12 ft ceilings; huge windows for tons of natural light; inviting living area with two sofas—one pulls out to sleep 2 extra guests—plus a large flat-screen TV; dining area for 4; modern kitchen with island; queen-size bed in the master; sleek bathroom with glass shower; ensuite washer/dryer; and high-speed Wi-Fi. Designer touches. Unbeatable downtown location!

Modern & Stylish Entire Unit in Downtown Toronto
Welcome! We are located just a 5-minutes walk from downtown station and steps from the street car. Simply arrive — everything’s here • 50' Smart TV for Netflix, Youtube, Disney+ and more • A dedicated workspace for business travelers with high-speed internet • Comfy bed with fresh linens • Fully equipped kitchen for home-cooked meals • Your own clean and private bathroom • Disposable items for your nights: Including razors, Hair brush, Toothbrush/paste, Shampoo/conditioner/body wash

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.

Beautiful 1BR Condo Coveted Yorkville!
Welcome to our stylish and luxurious Yorkville condo! Immerse yourself in the heart of Toronto's most upscale neighbourhood, surrounded by top-rated shopping, renowned restaurants, and cultural attractions. This chic retreat offers modern amenities, elegant design and a prime location for an unforgettable stay in a newly-constructed building. ➜ Approx. 500ft² / 56m² of space ➜ Highspeed WIFI ➜ In-unit washer & dryer ➜ Fully equipped kitchen ➜ Steps to Bay & Museum subway stations

Beautiful 1 Bedroom Yorkville Condo (IG-hotspot)
Pamper yourself with everything Yorkville has to offer with this professionally decorated, NYC inspired condo at the heart of Toronto's most exclusive address with complimentary valet parking. Queen size bed, sofa bed in living room, 2 person bar table, work station and a 55" Smart TV to accommodate all your needs. Contemporary art by local artist throughout with high end furniture and Miele appliances. South facing lake/city views through expansive floor to ceiling windows.

King West Loft Steps to CNTower/Financial District
Experience downtown Toronto living at its finest in this oversized loft located right on King Street West — just steps from the Financial District, CN Tower, and Entertainment District. This modern loft features luxury finishes, 9ft ceilings, an open-concept living space, and floor-to-ceiling windows that fill the suite with natural light. The kitchen is equipped with a gas range, and sleek stone countertops. Minutes to Union Station, TTC, and all major transit options.

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.

Modern 1-Bedroom Loft
Experience the city like a local in this unique professionally designed space. This large, bright, airy space boasts 14 ft ceilings and has in-suite heating and AC. We are centrally located (steps away from Casa Loma and downtown) with plenty of options for food, drinks, and local shops. The area has excellent walkability and great transit access. 24km from/to Pearson Airport and 6km from/to Billy Bishop Airport

Renovated Modern 2 Bedroom Suite w/ City Views
Experience the city like a local in this newly renovated two-bedroom suite. This ample, bright, airy space has beautiful city line views. We are centrally located (steps away from Casa Loma and downtown) with plenty of options for food, drinks, and local shops. The area has excellent walkability and great transit access. 24km from/to Pearson Airport and 6km from/to Billy Bishop Airport

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

Boutique 1BR + Sofa Bed in coveted Yorkville!

Cozy suite in the heart of Toronto (no kitchen)

Chic, Centrally Located 1 Bedroom Suite

Private suite in Riverdale, 5 mins to the subway

Charming, Bright Victorian Townhouse in the Annex

Private Hideaway Downtown, Private Entrance

Stylish Luxe Private Bedroom Koreatown DT Toronto

Modern High-Rise Haven + 1 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 | £55 | £52 | £56 | £54 | £59 | £63 | £64 | £66 | £65 | £69 | £70 | £65 |
| 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 Spadina Station
Destinations to explore
- 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
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Casino Niagara




