
Holiday rentals in The Annex, Old Toronto
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Top-rated holiday rentals in The Annex, Old Toronto
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High-Floor 1BR in Yorkville | Walk Everywhere
Housed in a former Four Seasons Hotel in Toronto’s prestigious Bloor-Yorkville neighbourhood, this modern high-floor condo places you in the heart of downtown Toronto — walkable, elegant, and just steps from museums, acclaimed restaurants, luxury retailers, boutique shops, and major subway lines. Inside, the fully renovated 1-bedroom features soaring 9-foot ceilings, designer furnishings, curated artwork, luxury bedding, and sunlit bay windows — a boutique city escape for solo or duo travellers.

Ossington Rowhouse + Private Garden
Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft pied-à-terre on two private floors of a designer's 4-level townhouse just off the Ossington strip. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen, or discover Toronto's best bars and restaurants a few steps from home. Explore the city easily on foot, plus close transit with a stop right at your doorstep.

Luxurious Annex/Yorkville 1300 Sq Ft & Parking
Beautifully appointed, top quality furnishings & amenities , spacious Yorkville/Annex rental. Full 1300 sq foot. apartment located within a Heritage Victorian Brownstone! Exceptionally located, walking distance to subway, restaurants and all the sights! Walk to Casa Loma, Royal Ontario Museum & Yorkville. Parking, Wifi, Chromcast, Fibe TV, Local High Def TV included. Fully equipped gourmet kitchen. Air Conditioned. Digital safe for valuables. Treat yourself to pantry snacks, coffee & tea.

Little Fort
Welcome to the Lil Fort! This cozy 1-bedroom condo offers an open concept living/dining area, and a secondary entrance via your private patio . Just steps from Fort York Park, the lakefront, and downtown dining/entertainment. Enjoy a comfy queen bed, 65” 4K TV, full kitchen, and relaxing bathroom. Skip the elevator—stay on the main floor and unwind in style! Keep it simple at this peaceful and centrally located place. Walking distance to entertainment district, shopping. Parks, and more!

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.

Modern Victorian
Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Annex Haven: 1 Bedroom plus Den
This centrally located private space is newly updated with new flooring, furniture, and bathroom. It includes a separate entrance with its own kitchen and laundry. Very quiet residential neighbourhood with old growth trees. Walking distance to Christie subway station or Dupont subway station. Be downtown within 20 minutes. Close to Koreatown and many great restaurants on Bloor Street. 5 min walk to 4 grocery stores and LCBO. Basement space not suitable for people over 6 feet tall.

Luxurious heart of downtown condo next to CN Tower
Welcome to the heart of the city! A non-shared 1-bedroom condo with a full-sized kitchen. My condo is located just across the street from the CN Tower admission booth. 5-10 minutes walking distance to the Aquarium, Rogers Center, Air Canada Center, and Union Station. A few blocks from the entertainment district, endless dining, and shopping options. Fashionably furnished and decorated to be your perfect home away from home.

Across Street from CN Tower,Rogers,Aquarium,MTCC!
Welcome to the heart of the city! A non-shared 1-bedroom condo with a full-sized kitchen. My condo is located just across the street from the CN Tower admission booth. 5-10 minutes walking distance to the Aquarium, Rogers Center, Air Canada Center, Union Station. A few blocks from the entertainment district, endless dining, and shopping options. Fashionably furnished and decorated to be your perfect home away from home.

Panoramic Views in Bright Loft + Free Parking
The loft has more windows than it has walls and offers a clear view of the city sky. Located in the heart of downtown Toronto, you're close to all major attractions, trendy restaurants, bars, and coffee shops. Toronto's legendary Fashion District is where you'll find all the action. If you're here for work, you'll be walking distance to most ad agencies, software companies, and a 15 min walk to the financial district.

Zen Oasis Tiny House - Entire house to yourself!
Beautifully-designed Japanese Zen tiny house features a private inner courtyard. This is a bright space with lots of natural light from 13 foot ceilings and floor-to-ceiling windows and radiant heated floors. 8 minute walk to the Bloor subway line. Minutes from trendy Geary Street, Bloordale, Dovercourt Park. Restaurants, cafes, bakeries, variety stores, pharmacy are conveniently located just steps away.

Cozy 1BR/1Bath @Yonge/Bloor Subway Free parking
Unbeatable location in downtown Toronto. This cozy Condominium definitely will make yourself feel like home! Either for business trip or visiting the kids at University of Toronto, even simply a family holiday, you will find our place perfectly suitable for your needs. Parking also FREE with the unit (subject to prior reservation).
Popular amenities for The Annex, Old Toronto holiday rentals
Other great holiday rentals in The Annex, Old Toronto

Welcome to Your Urban Oasis! +1 Parking Spot

The Laneway Suite Private 2BR Sleeps 6 Near Subway

Great Davenport Hillcrest House

Wychwood Haven: Spacious Lower Level Apartment

Sweet Home in Yorkville, Toronto, free parking

Urban Oasis: Zen Open Concept Artist Loft

Stunning Luxury Condo Yorkville Ave.

Bright & cozy Beaches suite
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 | £61 | £64 | £65 | £67 | £66 | £64 | £64 | £67 |
| 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
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- BMO Field
- Distillery District
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Financial District
- Casa Loma
- Downsview Park
- Dufferin Grove Park
- Lakeridge Ski Resort
- York University
- Casino Niagara




