Vacation rentals in Downtown Toronto, Old Toronto

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Top-rated vacation rentals in Downtown Toronto, Old Toronto

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

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Guest favorite

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

Home in Scarborough

4.95 out of 5 average rating, 109 reviews

Modern Custom Home w/ Pool, Games & Parking

Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Guest favorite

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 Toronto

4.94 out of 5 average rating, 169 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.

Guest favorite

A panoramic view captures the CN Tower prominently against a clear blue sky. The reflective surfaces of nearby buildings glisten, while the shoreline of Lake Ontario merges with the cityscape. The Rogers Centre stands out with its distinctive domed structure in the foreground.

Condo in Harbourfront

4.86 out of 5 average rating, 81 reviews

Chic High Rise Urban Retreat with CN Tower View

Imagine waking up to the breathtaking sight of the CN Tower piercing the skyline, its reflection dancing on Lake Ontario. After a day exploring Toronto's vibrant streets and visiting landmarks like the Rogers Centre, the Scotiabank Centre & the magical Ripley's Aquarium, unwind in the living area with panoramic views, or stroll to nearby restaurants and nightlife. Equipped with basic cooking and dining utensils, towels, linens, and bath essentials. Catch your favourite show on the smart TV.

Guest favorite

The living area is adorned with a comfortable sofa and a 55" Smart TV. A modern dining table with seating is positioned nearby. Expansive floor-to-ceiling windows provide breathtaking views of the cityscape and lake beyond, while the hardwood floors enhance the contemporary design.

Condo in Harbourfront

4.94 out of 5 average rating, 189 reviews

Stylish 40th+ Floor Retreat ~ CN Tower & Lake View

Step into the modern and stylish 1BR 1Bath condo on the 40th+ floor in the very heart of Downtown Toronto. It promises stunning panoramic views of CN Tower, Rogers Center, the picturesque lake, and much more. Explore the city before retreating to this gorgeous gem whose million-dollar views and rich amenity list will leave you in awe. ✔ Panoramic City & Lake View ✔ Comfortable Bedroom ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi ✔ Washer/Dryer See more below!

Superhost

The modern kitchen features sleek cabinetry and stainless-steel appliances, including a microwave and oven. A spacious island provides seating and workspace. The living area includes a sectional sofa and a coffee table, with large windows allowing natural light to fill the space.

Hotel room in Church-Wellesley

4.8 out of 5 average rating, 96 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 favorite

A modern living area is highlighted by a spacious gray sectional sofa adorned with colorful cushions. An artistic chandelier hangs above a dining table, while large windows offer views of the outdoor space. The staircase features glass railings, enhancing the open design.

Home in Corktown

4.99 out of 5 average rating, 220 reviews

Stylish 1870s Home near Distillery District & Old Toronto

“Rated a Top 10 listing by BlogTO and frequently featured as a must-stay in Toronto. Love thoughtful details? You’ll find them here in this stylishly remodeled 1870s rowhouse. Start your day at St. Lawrence Market, wander through the pedestrian-friendly Distillery District, and explore nearby cafés, restaurants, and bars. In the evening, retreat to the plush, charcoal-hued bedroom and drift off under the glow of a tiered Restoration chandelier. The perfect Toronto stay awaits.”

Top guest favorite

A modern living area is highlighted by a sleek sofa and a glass coffee table atop a zebra-patterned rug. An open layout reveals a kitchen area equipped with contemporary appliances. Art pieces adorn the walls, and a smart TV is mounted for entertainment.

Apartment in Yorkville

5 out of 5 average rating, 52 reviews

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.

Guest favorite

A bright and inviting bedroom features a spacious bed with white linens, framed tropical prints on the walls, and a lamp beside a potted plant. Floor-to-ceiling windows offer stunning views of the city skyline, allowing natural light to fill the space.

Apartment in Discovery District

4.92 out of 5 average rating, 554 reviews

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.

Top guest favorite

The open concept loft features a spacious living area with large windows and sky lights that illuminate the room. A dining table is surrounded by four chairs, a cozy seating area includes a sofa and a coffee table. Exposed wooden beams accentuate the high ceiling.

Loft in Lorne Park

4.96 out of 5 average rating, 1,034 reviews

Waterfront Coach House Loft

This friendly, private open concept loft apartment is located on the top floor of a guest coach house located on a 2 acre waterfront estate. The loft apartment is a separate building from the main house. There is a maximum occupancy for the loft of 2 people, parties, get togethers and events are not permitted. Due to the tall spiral staircase, children are not permitted due to safety. Extra charges will apply if additional guests are present in the loft.

Top guest favorite

A modern living area features a gray sofa with white trim, accompanied by a sleek dining table. The kitchen showcases stainless steel appliances, including a microwave and refrigerator. Natural light brightens the space through a nearby window, with a cozy bedroom visible through an open doorway.

Apartment in Courtice

5 out of 5 average rating, 8 reviews

Luxury Condo CN Tower Epic Views

Welcome to your urban oasis in Downtown Toronto! Enjoy stunning city and CN Towner views, hotel-quality linens, and a charming patio. Whether you’re here for work or play, a chic design and selfie mirror await. Steps from Union Station and Scotiabank Arena for concerts, Raptors, and Leafs games. Surrounded by top-rated restaurants, trendy shops, and endless excitement. Book now to experience comfort, convenience and style in the heart of the city!

Superhost

A modern living area features a sleek black leather sofa adorned with cushions in various patterns. A stylish side table holds a magazine, and a floor lamp provides soft lighting. Floor-to-ceiling windows reveal views of the cityscape beyond.

Condo in Old Town

5 out of 5 average rating, 3 reviews

Designer Loft Near St. Lawrence Market -DT Toronto

Modern, stylish, and perfectly located in the St.Lawrence Market area in downtown Toronto. This designer condo features floor-to-ceiling windows, bold black-and-white decor, a cozy double bed, and a fully equipped kitchen. Enjoy city views, fast Wi-Fi, in-suite laundry, and a spa-like bathroom. Steps from the Distillery District, St. Lawrence Market, and Queen Street. Perfect for solo travelers, couples, and business trips.

Guest favorite

An open-concept living area features large floor-to-ceiling windows, providing ample natural light. A cozy blue sofa is paired with a round coffee table, while a dining area and office desk with a stylish chair are also visible. A framed artwork adds a touch of character to the space.

Apartment in Entertainment District

4.96 out of 5 average rating, 25 reviews

RentX |1-Bed Corner Suite-MTCC/Rogers Centre/FIFA

Unwind in the stylish, corner one-bedroom condo on Peter Street. Centrally located near tons of restaurants, bars, shops, historic landmarks, and attractions. Adventure through Downtown Toronto and the GTA easily from this prime location. ✔ Fully Equipped Kitchen ✔ Comfortable Bedroom w/ Queen Bed ✔ Open Concept Living Area ✔ Office Desk ✔ High-Speed Wi-Fi