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Holiday rentals in Toronto

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Top-rated holiday rentals in Toronto

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Top guest favourite
Apartment in Toronto
5 out of 5 average rating, 19 reviews

Entire DT Condo • Parking • Msg me 4 discount

Welcome to Skyline Sanctuary Toronto - your private retreat in the heart of the Entertainment District, Toronto - FIFA stadium only 12 minutes drive - High-rise 25th floor wrap‑around balcony for panoramic skyline views - South‑facing sunlight fills spacious living room, modern kitchen & bedroom - Centrally located, walking distance to CN Tower, Rogers Centre, theatres, restaurants, nightlife - Close to subway station and transit - easy city access - Fast Wi-fi - Free parking included- RARE FIND

Top guest favourite
The living room is furnished with a modern gray sofa adorned with accent pillows. A coffee table, featuring a stack of magazines and decorative items, sits on a textured area rug. A television is mounted above a blue cabinet against a light gray wall, with framed art and a plant nearby.
Guest suite in Toronto
4.96 out of 5 average rating, 425 reviews

Ossington Rowhouse + Private Garden

Relax with a glass of wine in your own backyard garden at this romantic urban cottage—a 700 sq ft pied-à-terre on two private floors of a designer's 4-level townhouse just off the Ossington strip. This calm oasis is perfect for couples or business trips, with high-speed internet and flexible work spaces. Cook in the fully equipped kitchen, or discover Toronto's best bars and restaurants a few steps from home. Explore the city easily on foot, plus close transit with a stop right at your doorstep.

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 Toronto
4.94 out of 5 average rating, 217 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 bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Apartment in Toronto
5 out of 5 average rating, 135 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Top guest favourite
Flat in Toronto
4.92 out of 5 average rating, 136 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Guest favourite
The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.
Villa in Toronto
4.94 out of 5 average rating, 199 reviews

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Top guest favourite
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.
Flat 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 favourite
A spacious sleeping area is furnished with a large bed covered in a white quilt, accompanied by neatly arranged towels. A desk with a computer is positioned nearby, while a decorative rug adds texture to the polished concrete floor. Exposed brick walls provide a touch of character.
Flat in Toronto
4.93 out of 5 average rating, 183 reviews

Modern Victorian

Modern stay in a Cabbagetown Victorian. Welcome to our renovated, self-contained basement apartment in the heart of Cabbagetown, Toronto. This chic space is ideal for solo travelers or couples. Our apartment is nestled in the charming Cabbagetown neighborhood, known for its Victorian houses, tree-lined streets, and vibrant atmosphere. Cafes, restaurants, and boutiques are within walking distance, and nearby parks offer tranquil escapes. Book now to experience the best of Toronto.

Guest favourite
A modern kitchen area is highlighted by a dark color palette, featuring a marble countertop and sleek cabinetry. Four high-backed stools are positioned at the counter, with floor-to-ceiling windows showcasing a view of the city and natural light illuminating the space.
Apartment in Toronto
5 out of 5 average rating, 37 reviews

Lux design corner suite 2BR+2BA + free parking

Experience Toronto in style from this exquisite two-bedroom, two-bathroom condo situated in the bustling entertainment district. With its unique modern decor and spectacular southwest views, this condo promises a stay that’s as stylish as it is comfortable. You’ll be at the center of it all, with premier attractions like the CN Tower, Rogers Centre, and the best of Toronto’s shopping and dining scene just moments away. Free parking spot is available and a 3-monitors workspace.

Guest favourite
An open-concept living area features a light-colored sofa and a chic coffee table, complemented by a neutral rug. A staircase leads to the upper floor, while a dining area is visible in the background near large windows allowing natural light.
Home in Toronto
4.92 out of 5 average rating, 130 reviews

Luxury Home - 5 min from airport, 15 to downtown

The stunning house in Etobicoke is only a few minutes from the Airport and City Centre. This spacious open concept, rare luxury modern home, is beautifully designed and decorated. It is a fully stocked home and will have everything you could ever wish for a short-term stay. Perfect for large families and groups! min age 25 yrs to book. Room 1 king bed Room 2 queen Room 3 twin and another twin roll out Room 4 queen no party policy or excessive noise. this is a quiet listing

Superhost
A spacious living area is highlighted by natural light, featuring a comfortable sofa and stylish armchair. A desk and chair are positioned for productivity. Artworks adorn the walls, and a cozy rug anchors the space. The open layout connects seamlessly to the dining area in the background.
Home in Toronto
4.91 out of 5 average rating, 67 reviews

Luxury Home in Trinity Bellwoods | Hot Tub

In the heart of Trinity Bellwoods, This gorgeous 2 Bed 1.5 Bath is light and bright and flows effortlessy from livng room, dining room and kitchen. The custom kitchen with gas range, stone counters and custom cabinets is a pleasure to cook and entertain. Primary bedroom also function as a sitting room so you can look out at the beautiful backyard; now with a large private hot tub! Downstairs you will find a gorgeous main bath with large walk in shower

Guest favourite
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 Toronto
4.83 out of 5 average rating, 280 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.

Popular amenities for Toronto holiday rentals

All about Toronto

Situated on the northwest shore of Lake Ontario, Toronto is the largest city in Canada, home to three million residents — roughly half of whom were born abroad, which makes it the most multicultural city in the country. You can grab a table at one of Kensington Market’s hip, world-class restaurants to enjoy Baja-style tacos or Jamaican jerk chicken, or sip third-wave coffee in Roncesvalles before browsing the employee picks at a cosy indie bookshop.

Art lovers will want to spend a day wandering from gallery to gallery in the pedestrian-only Distillery District or duck into Graffiti Alley to admire some of Toronto’s most famous street art. To experience the best view of the skyline, rise above the streets at Downtown Toronto’s 1,815-foot CN Tower — once the tallest freestanding structure in the world.

Nearby, Lake Ontario’s sandy shores invite sunbathing and summer swimming, with volleyball games at Woodbine Beach and juicy burgers by the Kew-Balmy boardwalk. The nearby Toronto Islands house an artists’ colony, hiking and biking trails, and an amusement park — all just 15 minutes from downtown by ferry.

What are the top things to do in Toronto?

High Park

Stretching across 400 acres, High Park provides peace and adventure for locals and visitors alike, located just 20 minutes from downtown. Its perfectly manicured lawns, outdoor swimming pool, tennis courts, and vast array of wildlife from bats to herons make it the city’s natural playground.

Graffiti Alley

It can seem like every corner of Toronto has some street art to show off, but certain neighbourhoods are home to impressive commissioned murals that have to be seen to be believed. The most popular and most photographed collection can be found in the three blocks that make up Graffiti Alley, located in Toronto’s Fashion District. The walls here showcase local talent as well as some of the biggest names in the art world, and it’s also a popular spot to hold street festivals.

Snacks at St. Lawrence

Toronto’s gastronomic offering runs to over 7,000 restaurants representing a range of global cuisines and cultures. Among those is the popular St. Lawrence Market, a centuries-old indoor space that houses two floors of vendors selling everything from fresh-baked pastries to specialty cheeses. The best day to stop by is a Saturday, when the famous Farmers’ Market is in full swing.

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