
Apartment holiday rentals in The Annex, Old Toronto
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Top-rated apartment rentals in The Annex, Old Toronto
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Charming Liberty Village condo! - Casa di Leo
Enjoy a memorable stay at this unique condo located in the heart of Liberty Village. Just steps from downtown Toronto, BMO Stadium, & Budweiser Stage, you’re never far from where you need to go. With beautiful unobstructed park and city views, you can take it all in while you enjoy your little slice of paradise. The condo is designed with warmth, character, and meaning to feel as welcoming and comfortable as possible. You’ll instantly feel at home here. Thank you for choosing Casa di Leo!

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.

Cute Private Apartment near University of Toronto
This cozy main floor apartment with private walk out patio, located on a quiet street in the beautiful Annex neighbourhood. Free parking Laundry in building Shared backyard 5 minute walk to subway (Christie Station) 5 minute walk to Bloor Street, the restaurants and bars of Korea Town, and historic Christie Pits Park. Walking distance to University of Toronto and George Brown College Casa Loma campus. There are a lot of great restaurants, bars and local grocery stores within a short walk.

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

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

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.

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.

Million Dollar City Views w/ Standup desk, monitor
Gaze at a seemingly unending city view through the floor to ceiling windows of this condo that sits high above the downtown hustle. The 46" HDTV has cable and full streaming, the kitchen is fully equipped with a Nespresso and full sized stove, oven and fridge. Easily work from home at the height adjustable standup desk with 19" external monitor, wireless keyboard and mouse. Perfect for a couple on a weekend getaway or an extended stay of up to 3 months.

Bright & Modern Lower Level On Lansdowne
Located on Lansdowne between Queen and Dundas West, this newly renovated one bedroom lower level unit with separate entrance is a bright and open floorplan you will easily enjoy during your stay. It’s proximity to downtown and highway access while being close to all the best Toronto West neighbourhoods makes this location truly special. Come stay in this convenient, private, and modern unit with all the comforts of home.

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
Popular amenities for The Annex, Old Toronto apartment rentals
Weekly apartment rentals

Stylish Loft in Midtown Toronto

Sleek Downtown Condo | Panoramic Skyline Views

Bright & Bold Condo in the Heart of It All

Bright + colourful home in Chinatown, Toronto

Sleek 1BR Downtown Stay | Walkable Paradise!

Yorkville 2BR w/ CN Tower View

Heart of Yorkville! Chic, modern, 1 min to Subway

Century Charm • Clean, Cozy Flat close to Transit
Private apartment rentals

2-Storey Loft in Trendy Dundas West

Upscale 2BR Condo Downtown TO Gem w Parking!

RentX|Yorkville Suite /1-Bed/Gym/Pool

Bright, spacious luxury basement apartment

New Downtown Luxury Condo

Bright Beaches Apt & Garden

King bed, Big kitchen, Free Parking, Central

Tranquility in Toronto
Apartment rentals with a hot tub

Bright & Airy Condo Near the Water +1 Free Parking

Scotiabank Arena/Union Station

Luxury spacious 2 bdrm condo, free parking, pool

Luxury Retreat in Yorkville | Pristine Amenities!

The Fort York Flat

Canadiana Downtown Condo w/King Bed + Free Parking

Luxury Stay w/phenomenal view!

Cozy 1BR | Parking | Pool + Gym + Sauna + Hot Tub
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 | $114 NZD | $109 NZD | $128 NZD | $123 NZD | $145 NZD | $148 NZD | $148 NZD | $151 NZD | $145 NZD | $160 NZD | $162 NZD | $145 NZD |
| 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 apartment rentals in The Annex, Old Toronto

Total holiday rentals
Explore 150 holiday rentals in The Annex, Old Toronto

Nightly prices starting at
The Annex, Old Toronto holiday rentals start at $34 NZD per night before taxes and fees

Verified guest reviews
Over 3,650 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
60 properties have a dedicated workspace

Wi-Fi availability
150 of The Annex, Old Toronto holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Fitness-friendly rentals The Annex
- Rentals with a washing machine and dryer The Annex
- House rentals The Annex
- Rentals with a fireplace The Annex
- Rentals with outdoor seating The Annex
- Pet-friendly rentals The Annex
- Family-friendly rentals The Annex
- Rentals with a patio The Annex
- Apartment rentals Toronto
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- 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




