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

Fantastic area, bright & beautiful
This cozy basement apartment has been lovingly renovated with beautiful wood flooring & a new kitchen, full convection microwave oven but not a regular oven, stove top induction cookware, full size fridge. The bathroom has been fully renovated with a full walk in shower, hand held and shower rain head. The bedroom is large with a full king size bed. Lovely French door entrance from outside with tons of natural light streaming in. Steps to subway & bus. Shops, coffee, restaurants are all around.

Luxurious Dundas West Apartment
Welcome to your sanctuary in the heart of Dundas West! First floor of a detached home that offers a blend of modern, luxurious design and comfort, creating an inviting space perfect for solo travellers, couples, or friends. The 850+ sq ft open-plan layout maximizes space, offering a comfortable environment for relaxation or productivity. Ample closet space to store your belongings for longer stays. Multiple workspaces for remote work or study. Well situated with two Streetcar lines steps away.

Stylish Oasis: an architect's unique laneway house
Come and experience our laneway house in the heart of Parkdale, Toronto! This brand new (2022) laneway house has been beautifully designed by the homeowner/architect with amazing attention to detail. It is modern and bright with windows on all 4 sides of the house. It’s inviting, clean and nestled in a park-like setting. It’s also completely private and quiet. Close to Roncesvalles Ave, High Park, Sunnyside Beach, Queen Street and venues such as BMO Field, Exhibition, and the Budweiser Stage.

Swanky Yorkville Studio - 31st Flr
CHIC Sub-Penthouse studio situated in the heart of vibrant Yorkville. You'll find bustling streets, charming cafes, Michelin-star restaurants, upscale boutiques, art galleries, the Royal Ontario Museum (ROM), and a Whole Foods Market at your doorstep. This thoughtfully designed small space is the perfect balance between elegance, convenience, and coziness. Quiet with a stunning city view! As the owner, I personally oversee each aspect to ensure a comfortable environment for your arrival.

Bright Kensington Market studio
Quaint and cozy, second floor studio apartment in Kensington Market. Set in a vibrant community, amid shops and sounds of market bustle. Bright in the mornings and especially lively during weekends If you’re sensitive: It’s an old building. Water temp and pressure takes a brief moment to adjust, as expected. Also there is no elevator, just stairs up to the apartment. It’s not a neighborhood for people who require silence. Light sleepers may want to bring their sleep mask and ear plugs

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.

Admire City Views from Bed at this Chic Apartment
The critics have spoken! This five-star rated, professionally designed unit offers a fresh, functional, and beautifully curated living experience. Every piece of artwork and each accessory has been thoughtfully selected to enhance comfort, style, and positive energy throughout the space. This spacious one-bedroom, one-bathroom suite features a fully equipped kitchen, open living and dining areas, and a versatile den — perfect for working remotely or relaxing after a day in the city.

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.

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.

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.

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 vacation rentals
Other great vacation rentals in The Annex, Old Toronto

1 Bedroom Condo in Downtown

Skyline Views from a Stunning Condo + 1 Parking

Elegant Sunset Lake View Suite with Parking

Panoramic City Views | Pool, Hot Tub & Gym Perks

Lux Sub-Penthouse Panoramic City Views Parking

Downtown Dream Condo + 1 Free Parking

Modern High-Rise Haven + 1 Free Parking

Cozy Condo Near Restaurant/TTC
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 | G$15,679 GYD | G$14,843 GYD | G$15,888 GYD | G$15,470 GYD | G$16,934 GYD | G$17,979 GYD | G$18,188 GYD | G$18,815 GYD | G$18,397 GYD | G$17,979 GYD | G$17,770 GYD | G$18,815 GYD |
| 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 vacation rentals in The Annex, Old Toronto

Total vacation rentals
Explore 300 vacation rentals in The Annex, Old Toronto

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

Family-friendly vacation rentals
80 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 50 rentals that welcome pets

Rentals with dedicated workspaces
150 properties have a dedicated workspace

Wi-Fi availability
290 of The Annex, Old Toronto vacation rentals include wi-fi 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
- Distillery District
- Port Credit
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- 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
- Downsview Park




