Apartment holiday rentals in The Annex, Old Toronto

49th Floor Penthouse with Downtown Toronto Views

Welcome to my cherished home in the heart of downtown Toronto! I'm thrilled to invite you to experience the vibrant atmosphere of the city, with easy access to the Entertainment District - the CN Tower, Rogers Center, Waterfront, and many more! My prime location ensures you can explore the best of Toronto, experiencing local gems and trendy neighbourhoods. Marvel at breathtaking cityscapes through floor-to-ceiling windows and a top-floor balcony in this luxury condo. Your urban escape awaits!

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.

Cozy Private Apt DT Toronto + Free Parking

Step into this bright, cozy 1BR 1BA private suite in Toronto’s West End—minutes to great cafés, restaurants, shops, and easy transit to downtown. Ideal for couples, friends, or business travelers who want comfort and convenience. ✔ Queen Bedroom + Sofa Bed (Sleeps 4) ✔ Full Kitchen + Dining ✔ Workspace ✔ Smart TV + Streaming ✔ High-Speed Wi-Fi ✔ Free Parking ✔ Shared Backyard ✔ Self Check-In Enjoy Toronto like a local! Coming for the 2026 World Cup? BMO Field is ~7 mins by car/taxi!

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.

Toronto Island Wonderland View

Toronto Islands are a 10 minute ferry ride away from downtown Toronto. Switch from the hustle and bustle of the city to the tranquillity of one of Toronto's most coveted parks. Unique to any other metropolitan city, Toronto Island has limited vehicle access. This car free area boasts 6 kilometres of nature walks, children and pet friendly access to beaches, Centre island amusement park, artist exhibitions, restaurants and even a nude beach. A perfect getway for the hybrid vacationer.

High Park Gem- Guest Suite

Your family will be close to everything when you stay at this centrally located place. 5 Minutes from TTC Dundas West , and UP Express Bloor Station. This gem is located close to High Park and the neighbourhood of Roncesvalles. You wont miss a beat! Surrounded by lush trees and greenery -this guest house is steps away from public transit - easily from Union Station or Pearson Airport. Enjoy all the wonderful things Toronto has to offer while staying at the guest house.

Trendy 2-Story Loft in the Annex! Steps to Train!

Experience the epitome of urban living in this trendy 2-story loft apartment, perfectly situated in the Annex neighborhood of Toronto! This stylish apartment offers a modern and comfortable retreat with 4 bedrooms, 3.5 bathrooms, and a host of amenities including a fully equipped kitchen, Smart TV, and Wi-Fi. With steps to the train, you'll have easy access to all the city has to offer. Enjoy the convenience of being close to downtown, while also having a relaxing space to unwind.

Bright Apartment in Casa Loma

Newly renovated suite with a private entrance and free parking in the heart of beautiful Casa Loma. Enjoy this spacious open-concept apartment with a dedicated workspace and plenty of room for guests to feel at home. 7-minute walk to Dupont Subway Station and 4 minutes to the historic Casa Loma Estate. Enjoy this charming area with some of Toronto's best restaurants and the Taragon Theatre. The host is dedicated to make our experience as enjoyable as possible!

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.

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.

Beauty 1800 sq ft, 2 storey, 2 beds, Little Italy

Beautiful, 1800 square feet, two level apartment. Laundry, 2 washrooms, two bedrooms with really comfy matresses, full kitchen. Deck for outdoor lounging or dining. Close to many restaurants, bars, transport or a great spot to just start wandering downtown Toronto. Street parking available through the City. Go to City of Toronto temporary parking permit website. Easy and inexpensive. PRINT PERMIT BEFORE YOU ARRIVE.

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