Vacation rentals in Old Toronto

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Top-rated vacation rentals in Old Toronto

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

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Top guest favorite
A modern suite features a spacious bed with a tufted headboard, complemented by light-colored bedding. A glass partition delineates the living area, which includes a round dining table and comfortable seating beneath large windows. A sleek workspace with a printer is also present.
Condo in Yorkville
4.9 out of 5 average rating, 313 reviews

Luxury Yorkville Escape | Condo in Prime Location

Discover refined living in this beautifully furnished apartment in Yorkville Toronto’s most glamorous & exclusive neighborhood. With new furniture & modern appliances, this space blends comfort with sophistication. Step outside and find yourself surrounded by luxury boutiques, acclaimed restaurants, chic cafes, & world-class art galleries. With Bay subway station just a 3 minute walk away, the entire city is at your fingertips. Elevate your lifestyle in a place where elegance meets convenience.

Top guest favorite
A bright living area features a comfortable couch with decorative pillows and a small glass table. Light streams through large doors leading to a private deck. Hardwood floors enhance the spacious feel, complemented by a piece of wall art depicting trees.
Apartment in Toronto
5 out of 5 average rating, 35 reviews

Toronto Island Garden Suite Private 1 Bdrm w/ Deck

FIFA PERFECT PEACEFUL A beautiful oasis on Toronto Island, a 10 min. ferry ride from Toronto's downtown then 15 minutes to BMO field. It's an island park, the largest car free community in Canada. You will find some of Lake Ontario's finest beaches and nature walks & biking trails. The brand new suite has a private entrance and deck overlooking the garden, a full kitchen, a pull out couch, dining space, a queen bedroom, and 3 piece bathroom with a heated floor LAST FERRY FROM CITY AT 11:30 PM

Top guest favorite
The spacious living area features large windows that offer skyline views. Comfortable seating includes a leather sofa and modern chairs. A stylish area rug adds warmth to the light wooden flooring. Natural light brightens the space, complemented by artistic lighting fixtures.
Loft in Fashion District
5 out of 5 average rating, 55 reviews

*WOW* • Remarkable SkyLoft • 2 Bedroom

* SkyLoft * A spacious & awesome designer owned loft. Custom built with personal style & care, a truly unique space. Presenting an exceptional 2 bdrm corner unit with soaring 12-ft ceilings & expansive 35-ft of windows that flood the 1,200 sq ft space with light. From the airy space, open skyline views, with the CN Tower sparking your visit! Above the everyday, where Toronto's Historical Fashion area meets the dynamic Entertainment District, you've found a most special place for your stay.

Top 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, 215 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
Apartment in Toronto
4.9 out of 5 average rating, 21 reviews

1 BR | Self Check-in | Downtown Toronto

Tucked away on the charming and historic St. Patricks Square, this beautiful home offers the perfect blend of peaceful retreat and unbeatable downtown location. Whether you’re visiting Toronto for work, a weekend getaway, or an extended stay, you’ll love coming to this calm, comfortable space right in the heart of the city. You’re minutes from the iconic CN tower, Eaton Centre, Financial District, University of Toronto, TTC subway/streetcars, restaurants, cafes and nightlife and more.

Top guest favorite
A sunset over the water is portrayed, with a golden sun reflecting on the calm surface. The horizon features a silhouette of trees, creating a serene atmosphere. Soft waves ripple gently in the foreground, enhancing the tranquil setting.
Apartment in Toronto
4.95 out of 5 average rating, 110 reviews

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.

Guest favorite
A cozy living area features a modern sectional sofa with neutral tones, complemented by a round coffee table. A decorative floor lamp provides warm lighting. A vibrant landscape painting adorns the wall, and shelves with plants and accessories add a touch of greenery.
Townhouse in Trinity-Bellwoods
4.88 out of 5 average rating, 116 reviews

Brand New Stylish One Bedroom @ Trinity Bellwoods!

Cozy & stylish retreat just steps from trendy Queen W. Full kitchen, living room with 50" smart TV, separate bedroom with queen bed. Quiet & perfect for a couple or solo traveller. One minute walk to Queen streetcar. Near Queen W, Dundas W, Ossington strip, Kensington market w/ gourmet markets, trendy restaurants, boutique shopping. One min from massive Trinity Bellwoods park. 5 min drive to the lakeshore and highway. Amazing location - it doesn’t get any better than this!

Guest favorite
A spacious living area features a light-colored sofa facing a large window, with natural light filling the space. A modern staircase leads to the upper level. Textured stone walls add depth, and a small wooden table is positioned next to a comfortable chair.
Loft in Entertainment District
4.83 out of 5 average rating, 274 reviews

Amazing 2 Storey Loft 3 BED In Central Downtown

This unique 2 storey loft is super stylish and a rare find in downtown Toronto. This two storey loft has amazing 9 foot high ceilings finished fully modern kitchen and bathrooms. This super luxurious loft is perfect for nights out or gatherings. Ottoman in the living room is a pullout as well as the chair upstairs in the bedroom, just inform if you want setup and the air bed in the master upstairs is also a twin Equipped with a balcony.

Top guest favorite
Home in Corktown
4.99 out of 5 average rating, 246 reviews

Stylish 1870s Home near Distillery District & Old Toronto

Steps from the Distillery District this Top 1% listing is a beautifully restored 1870s row-house that blends historic charm with modern refinement. Thoughtfully designed throughout, it’s located at the Distillery District, St. Lawrence Market, and some of the city’s best cafés and restaurants. In the evening, unwind in the serene, charcoal-toned bedroom beneath the warm glow of a statement chandelier—your refined Toronto retreat awaits

Guest favorite
A modern living area features a light-colored sofa adorned with patterned throw pillows. Three framed black-and-white artworks hang on the wall, showcasing a detailed owl and elegant figures. Soft natural light enters through large windows, adding depth to the space.
Condo in Old Town
4.96 out of 5 average rating, 52 reviews

Post House Retreat!

Welcome to your downtown Toronto retreat! Located in the vibrant heart of the city, this modern condo combines style, comfort, and functionality for the perfect stay. Whether you’re a business traveler, digital nomad, or couple, this space caters to work and leisure seamlessly. Book now to experience the best of downtown Toronto living! Fun fact: This condo is named the Post House as it is connected to Toronto's First Post Office!

Guest favorite
An impressive view of a modern high-rise building is captured from below, showcasing the architectural details of the glass façade and concrete structure. A bronze statue stands prominently at the base, adding a cultural element to the urban landscape.
Condo in Yorkville
4.9 out of 5 average rating, 182 reviews

Yorkville Toronto Breakfast Included

Entire apartment is yours to enjoy. I am the owner: I always clean-this is not multi operated. Laundry is carefully cleaned. New leather reclining sofa. I include breakfast groceries at no charge. Coffee, tea, milk, 2 apples, 2 oranges, 2 bananas, 4 bagels, cream cheese, strawberry jam, dozen eggs, butter, onion, tomatoes. Walk to Whole Foods, Starbucks. University.50" TV + 32 " TV, includes NETFLIX, AMAZON PRIME VIDEO, INTERNET.

Top guest favorite
A spacious open-concept living area is presented, featuring a cozy couch and two armchairs arranged around a round coffee table. A large TV is mounted on the wall, and a rug with black and white stripes adds a touch of style. Plants and decorative art complete the inviting ambiance.
Home in Old East York
4.97 out of 5 average rating, 221 reviews

Modern and bright private suite.

Enjoy a newly built, professionally designed, roomy 1-bedroom basement apartment in East York Toronto. Conveniently located near the Danforth, Woodbine Beach, parks, and trails, the apartment is a short bus/subway ride or a 15 min drive from Downtown Toronto. Self-contained and spacious, it offers a fully equipped kitchen, new laundry facilities, a queen-sized bed, ample storage, and plenty of natural light.

Popular amenities for Old Toronto vacation rentals

When is the best time to visit Old Toronto?

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Quick stats about vacation rentals in Old Toronto

  • Total vacation rentals

    Explore 17,890 vacation rentals in Old Toronto

  • Verified guest reviews

    Over 541,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    5,810 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 3,230 rentals that welcome pets

  • Vacation rentals with a pool

    2,660 properties feature pools

  • Rentals with dedicated workspaces

    9,940 properties have a dedicated workspace

  • Wi-Fi availability

    17,720 of Old Toronto vacation rentals include wi-fi 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 Toronto Eaton Centre

Destinations to explore

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