Holiday houses in Old Toronto

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Top-rated holiday rentals in Old Toronto

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Home in Upper Beaches

5 out of 5 average rating, 3 reviews

Upper Beaches Getaway - Private Suite w/bathroom

Welcome to our beautiful, art and music filled home perched on a hill - like an elegant and artistic treehouse oasis! Unwind in your private, thoughtfully designed suite featuring a modern bathroom and kitchenette. Enjoy coffee or a drink in our charming backyard or stroll to the stunning beaches in 10-15 minutes. A bus at the corner connects you to the subway or streetcar, with easy access to downtown and Toronto's best restaurants. Our friendly miniature dachshund & two cats may greet you too!

Top Guest favourite

Apartment in Downtown Toronto

5 out of 5 average rating, 11 reviews

Penthouse * Rare * Stunning Views * 2500 sq ft

Be greeted to spacious luxury in the heart of downtown. You'll be surrounded by a tasteful blend of traditional and high end decor - with some pieces dating to early 1900's Europe. Unwind after a long day in the deep soaker tub in front of the fire, while gazing at the city scape just outside the window. Feel at home especially if you desire a chef's kitchen, large and open entertaining spaces with 2 fireplaces, 2 bedrooms, 2.5 bathrooms & private home office. 1 underground parking space incl.

Top Guest favourite

Condo in Davisville Village

5 out of 5 average rating, 15 reviews

Designer Yonge & Eglinton Gem | Parking | 65" TV

This one-of-a-kind Midtown retreat is the perfect haven for business and leisure travelers alike. Crafted by one of Toronto’s most celebrated designers, it showcases high-end Miele appliances, elegant finishes, and striking decor elements. ✓ Hassle-free check-in and 5-star cleaning ✓ 5-minute walk to Eglinton Station for easy transit ✓ Close to Loblaws, Farm Boy, and Shoppers Drug Mart ✓ Free private parking with on-site car wash ✓ Home theatre with 65” Samsung OLED TV and Sonos sound bar.

Guest favourite

Private room in Parkdale

4.91 out of 5 average rating, 492 reviews

Simply smart 1 or 2 person bedroom

A room for 1 or 2 in an Edwardian house full of character located in the hip neighbourhood of Brockton in Toronto's vibrant west end. Close to the shops and restaurants of Parkdale's Queen West strip and a five minute walk to lively Brockton's Dundas West. A transit friendly location. This a green house and cleaned with eco friendly products. If you wish to book please introduce yourself and create a profile so that hosts can get to know you, especially if you are new to Airbnb.

Superhost

Hotel room in Downtown Toronto

4.79 out of 5 average rating, 86 reviews

Town Inn Suites

Discover your urban retreat in this spacious 500-square-foot room in downtown Toronto, just a short walk from Yorkville. This suite features a king size bed, fully equipped kitchen, ideal for meals, along with a separate living area filled with natural light and a cozy dining space. Enjoy the privacy of a separate bedroom and a well-appointed bathroom. This is the perfect place for extended stays, just a 5-minute walk to the Yonge-Bloor subway station—ideal for exploring the city!

Top Guest favourite

Apartment in Midtown

5 out of 5 average rating, 27 reviews

Grande Victorian Retreat

Enjoy a stylish, luxury experience at this centrally located apartment on the main floor of a Victorian home. Walking distance to CasaLoma, Royal Ontario Museum, University of Toronto, Yorkville Village Shopping! Only a 2 minute walk to the TTC. The space Living Room: Smart TV and High-speed internet. Bedroom: Queen-sized bed, large walk-in closet, Smart TV. Kitchen: Fully-stocked to make your extended stay feel like home. Bathroom: Large walk-in shower, Washer dryer unit.

Guest favourite

Apartment in Leslieville

4.93 out of 5 average rating, 27 reviews

Unique Converted 1913 Church

Situated in the vibrant Leslieville neighborhood, you can easily indulge in the nearby attractions, including an array of trendy shops, restaurants, and cafes. Steps to TTC. Leslieville truly offers the best of both worlds, blending a lively urban lifestyle with a sense of community. 5 lancet windows over 2 stories, spanning over 1134 sq.ft. With 3 levels to explore, every corner of this converted church exudes character, offering a truly unique living experience.

Guest favourite

Private room in Downtown Toronto

4.91 out of 5 average rating, 107 reviews

Azure Room

Welcome to our stylish downtown home on Toronto’s lower east side. Our guest room offers comfort on a tree-lined street near Corktown. A short walk takes you to the iconic Distillery District, with its historic architecture, galleries, and shops, as well as trendy container restaurants and dining spots like Spaccio, Reyna, and ZuZu. Perfect for guests looking to explore Toronto’s vibrant culture while enjoying a serene, historic setting.

Apartment in Downtown Toronto

5 out of 5 average rating, 4 reviews

Penthouse in heart of Downtown

Experience luxury in this 50th-floor penthouse in the heart of downtown Toronto! Enjoy skyline views, floor-to-ceiling windows, a spacious 1+den layout (den doubles as 2nd bedroom/office), and modern open-concept living. Steps to TMU, UofT, Eaton Centre & transit. Includes rooftop spa, pool, gym, sky lobby & more. Walk to dining, shops & city hotspots! Perfect for professionals, couples, or long stays—your urban escape awaits.

Condo in Downtown Toronto

5 out of 5 average rating, 3 reviews

Toronto Luxury Condo | Dundas Square from above

🏙️ Stay in the heart of downtown Toronto at 252 Church Street—just steps from Yonge-Dundas Square, the Eaton Centre, and Toronto Metropolitan University. ✨ This stylish condo features a cozy queen bed, full kitchen, Smart TV, fast WiFi, and sleek bathroom. Walk to restaurants, shops, and transit. Perfect for tourists, business travelers, or students. Enjoy the best of Toronto right outside your door!✅

Top Guest favourite

Private room in Davisville Village

5 out of 5 average rating, 143 reviews

Mid town Toronto LGBTQ Friendly Chic & Comfortable

This urban chic place is perfect for solo, or couples/friends on vacation or business. Centrally located in mid-town Toronto between two subway stops (St Clair and Davisville on Line 1) plus 24 hour bus service, you are only 15 minutes from downtown or a 8 minute drive. On street parking is free! I look forward to hosting you in Toronto, the world’s most multicultural city !

Top Guest favourite

Condo in Toronto

4.98 out of 5 average rating, 45 reviews

Unique townhouse studio

Welcome to your urban oasis in the heart of Toronto! Nestled between the vibrant "GreekTown" and the charming "Lesliville" neighborhoods, my cozy multilevel townhouse studio awaits your arrival. With a plethora of restaurants, cafes, and green spaces just steps away, you'll be perfectly situated to explore all that this dynamic city has to offer.