Waterfront holiday rentals in Old Toronto

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Top-rated waterfront rentals in Old Toronto

Guests agree: these waterfront rentals are highly rated for location, cleanliness and more.

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Guest favourite
The image showcases a view of the CN Tower illuminated at night, its iconic red light radiating against the dark sky. The reflection of surrounding buildings can be seen in the glass facade of a nearby structure, adding depth to the urban scene.
Apartment in Harbourfront
4.88 out of 5 average rating, 145 reviews

2BR by Union, Scotia Bank Arena CN Tower + Parking

Welcome to Maple Leafs Square! This stunning 2-bed, 2-bath corner suite offers free parking & breathtaking views of the city, CN Tower & Lake Ontario. Enjoy direct access to essential amenities like a supermarket, liquor store, Starbucks, restaurants, bars & banks. Perfectly located just steps from Union Station, Scotiabank Arena & a short 5-min walk to the CN Tower, Lake & Harbourfront. Convenient access to Billy Bishop Airport & the UP Express from Pearson Airport. Ideal for exploring Toronto!

Top guest favourite
A modern living area is highlighted by large windows allowing natural light. A sleek black sectional couch faces a glass coffee table, while a light-colored armchair adds comfort. A wall-mounted TV is positioned for viewing, contributing to a relaxed atmosphere.
Apartment in Entertainment District
4.96 out of 5 average rating, 159 reviews

Spacious 1 Bed + Den + Downtown + Free Parking

Spacious 1 bed+den modern condo located in the heart of downtown. Steps from the lake, parks, recreation centers. Short walk to CN Tower, Union Station, Rogers Center, Convention Center. → FAST WIFI Perfect for WFH, video calls, & streaming → Approx size 620ft² / 57m² → Dedicated Working space → 60" QLED TV → *NEW 2024* Fully equipped kitchen w/ set of cookware → Walking distance to dining & night life option → Minutes away from grocery, liquor stores, & city transit network (94 Transit Score)

Guest favourite
A skyline view reveals towering buildings partially shrouded in fog, creating a mystical atmosphere. Bright sunlight beams down from a clear blue sky, illuminating the scene and enhancing the serenity of the cityscape.
Apartment in Harbourfront
4.92 out of 5 average rating, 126 reviews

Luxury 3BR Sky Condo - Award Winning Design

- Rated one of the best in the city, this condo offers luxurious living on the 63rd floor boasting stunning views - Indulge in vibrant nightlife, major league games, conferences & concerts, or cozy up by the fireplace for an unforgettable evening with the city below - Stay productive with office space for work or planning adventures - Whip up delicious meals in the full kitchen, a touch of home to your stay - Perfect for high-end guests seeking a luxurious and memorable downtown experience

Top guest favourite
A modern two-story cottage is surrounded by lush greenery and trees. The exterior features a combination of natural wood and dark green siding. A covered porch is visible with a personal entrance and outdoor seating. Bicycles are parked nearby, enhancing the outdoor activities available.
Guest suite in Centre Island
4.94 out of 5 average rating, 213 reviews

Cozy small newly built Toronto Islands getaway

Escape to a modern cottage on Toronto Island Looking onto Lake Ontario is our newly constructed modern home. Enjoy our cozy private guest suite in our family home with a kitchenette, ensuite bathroom, and private entrance Just a quick ferry ride from the bustling downtown core come explore the Toronto Islands which is the biggest car-free community in North America; with beaches, trails & skyline views as well as an amusement park in the summer. We also have 2 bikes you can use to explore.

Top guest favourite
A modern living area featuring a gray sectional sofa with decorative throw pillows. A wooden coffee table sits in front, and the kitchen is visible in the background with contemporary cabinets and appliances. The space is open to a cozy sleeping area with neutral tones.
Apartment in Harbourfront
4.96 out of 5 average rating, 112 reviews

Downtown 1BR+Sofabed/Steps to ScotiabankArena/MTCC

Experience the best that downtown Toronto has to offer in this fabulously appointed, bright, open-plan lakeview condo in Maple Leaf Square. Location is everything and this beautiful condo could not be better located in the heart of Toronto's entertainment and financial district. It's a sports lover's dream with the Scotiabank Arena literally connected to the building and the Rogers Centre only 400 meters away for all the exciting Leafs/Raptors/Jays games, and countless concerts and shows!

Guest favourite
Apartment in Entertainment District
4.96 out of 5 average rating, 172 reviews

Luxury Lakeview 3BR+2BA Condo • Subway & BMO Field

Welcome to this luxury 3-bedroom, 2-bath lakeview condo in downtown Toronto. Enjoy stunning views of Lake Ontario and the CN Tower in a modern, comfortable space perfect for families, business travelers, or groups. Only a 3-minute walk to TTC Osgoode Subway Station, and about 15 minutes by subway to BMO Field, one of the 2026 FIFA World Cup venues. Close to Toronto’s best restaurants, shopping, nightlife, entertainment, and major attractions. *Not ideal for parties *Must be quiet

Top guest favourite
A modern living area is depicted, featuring a dark sofa adorned with decorative pillows and a light wooden coffee table. A circular dining table with white chairs is in the foreground, while a wall-mounted TV is positioned opposite. Warm lighting enhances the spacious feel.
Flat in Richmond Hill
4.96 out of 5 average rating, 412 reviews

Modern Cozy Home near the Mill Pond Park.

Our newly renovated basement apartment will enchant you with its contemporary style, brightness and coziness (large lookout windows, super bright!). It is fully furnished with style and attention to details so you can feel at home away from home. It is just a few steps away from the beautiful Mill Pond Park - a great place to immerse in the beauty of nature. The park has many lovely trails that you can explore. The apartment has everything you need to make your stay perfect.

Guest favourite
A modern living area showcases a large flat-screen TV mounted above a stylish media unit. An electric fireplace adds warmth to the space, while a bedroom area is visible in the background, featuring a neatly made bed with decorative pillows.
Apartment in Harbourfront
4.94 out of 5 average rating, 185 reviews

Fireplace High-Floor w/ Balcony, Near CN Tower

Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

Top guest favourite
Apartment in Harbourfront
4.93 out of 5 average rating, 397 reviews

2BR Condo | Balcony + Parking by CN Tower & Scotia

Stay in the heart of downtown Toronto in this modern 2BR condo with 1 free underground parking and a private balcony. Steps from CN Tower, Scotiabank Arena, Rogers Centre, Union Station, and the waterfront, this bright retreat is perfect for leisure or business. Enjoy two Queen beds plus sofa bed, high-speed WiFi, 65” 4K Smart TV, fully stocked kitchen, Nespresso machine, and fresh linens. Relax with skyline views and explore Toronto at your doorstep.

Top guest favourite
A cozy bedroom features a spacious bed with a colorful duvet, surrounded by large floor-to-ceiling windows offering a view of the city skyline at night. Dark curtains frame the windows, and a bedside lamp adds subtle lighting beside a nightstand.
Flat in Downtown Toronto
4.98 out of 5 average rating, 125 reviews

FIFA location! Spectacular lake view from 50+ flrs

Wake up to sunrise over Lake Ontario in this cozy condo. You will be able to enjoy the breathtaking view from 50+ floors with floor to ceiling panoramic windows. Truly spectacular. Newly built modern condominium building. We are situated in the heart of downtown Toronto. 5 minutes walking distance to CN Tower, Rogers Center, Scotiabank Arena, Aquarium, waterfront, public transportation. Supermarket and Starbucks downstairs.

Superhost
A serene landscape of golden grasses and vibrant trees reflects in calm water. The scene captures a natural environment, inviting contemplation and enjoyment of the surrounding flora and fauna.
Guest suite in Pickering
4.78 out of 5 average rating, 223 reviews

Muskoka on the City

Located in Rouge National Urban Park, steps from a beautiful lake and beach. Enjoy hiking, kayaking, biking, and fishing nearby. Close to Toronto Zoo, Seaton Trail, highways, restaurants, shopping malls, and Rouge Hill GO Station. Bright ground-level suite with a private entrance, kitchen, dining area, TV, bathroom, and queen bedroom. Includes Wi-Fi and laundry. Perfect for a peaceful and convenient stay!

Guest favourite
A balcony adorned with vibrant flowers showcases a dark blue umbrella and comfortable seating. Brick walls and wooden accents complement the lush greenery, creating a welcoming outdoor space. Soft lighting beneath the balcony highlights the entrance below.
Guest suite in Parkdale
4.9 out of 5 average rating, 120 reviews

Lakeside in the city

Over 1300 square feet apartment with views. Located on a quite dead end street with amazing lake views but in the heart of trendy parkdale highpark area. Only 20 minutes from Scotia Arena via 504 king streetcar , 15 min walk to high park, Sunnyside pool, shops and restaurants on Roncesville. Close to great walking trails along the lake, High park and the Martin Goodman trail.

Popular amenities for waterfront rentals in Old Toronto

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Quick stats about waterfront rentals in Old Toronto

  • Total holiday rentals

    Explore 810 holiday rentals in Old Toronto

  • Nightly prices starting at

    Old Toronto holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 40,770 verified reviews to help you choose

  • Family-friendly holiday rentals

    320 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 200 rentals that welcome pets

  • Holiday rentals with a pool

    370 properties feature pools

  • Rentals with dedicated workspaces

    520 properties have a dedicated workspace

  • Wifi availability

    810 of Old Toronto holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Toronto rentals

  • 4.8 Average rating

    Old Toronto stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Old Toronto’s top spots include CN Tower, Rogers Centre and Scotiabank Arena

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