Holiday rentals in Midtown

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Top-rated holiday rentals in Midtown

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Top guest favourite
The exterior of the duplex house is shown, featuring a well-maintained front lawn with blooming flowers. The building has a brick façade with large windows framed by vibrant greenery. A small balcony is visible on the upper floor, adorned with potted plants.
Home in Deer Park
4.97 out of 5 average rating, 118 reviews

2-Bedroom House In Deer Park

Welcome to our charming 2-bedroom duplex house nestled in the beautiful Deer Park neighbourhood of Toronto! This cozy Airbnb is the perfect home away from home for your stay in the heart of the city, with subway, shops and parks within 10 minutes' walk. This newly renovated house is on the ground floor of a duplex and boasts an amazing sun-room, beautifully furnished living and dining rooms, a fully equipped modern kitchen and 2 comfortable bedrooms. Parking and laundry is available on request.

Top guest favourite
A bright guest suite features a queen-size bed with a light coverlet, complemented by a cozy couch and additional seating. Warm yellow walls create a welcoming atmosphere, while a door leads to the exterior. Natural light is welcomed through a nearby window.
Guest suite in Davisville Village
4.91 out of 5 average rating, 317 reviews

Mid-town T.O. getaway - conveniently located

Bright and spacious lower guest suite for singles or couples. Very safe family neighbourhood, close to public transit (TTC), restaurants, theatres, Sunnybrook Hospital for medical staff or patient visitors. Queen-size bed, couch, TV (with Netflix, AppleTV, Prime Video, no cable), private full kitchen and bathroom. All towels and linens provided. Shared laundry machine. 12 min walk to Yonge St. and Subway, 2 min walk to bus stop (6 mins to Yonge by bus), 25 mins from downtown on public transit

Top guest favourite
Flat in Discovery District
4.87 out of 5 average rating, 31 reviews

Luxe Cozy Downtown 1BR Condo w/Views

Welcome to your 1-bedroom luxurious high-floor retreat in the heart of downtown Toronto! All just steps from Bay & College What You’ll Love: • High floor with city skyline views • Extra tall ceilings & full-height windows • Bright and airy space with abundant natural light • Fully equipped kitchen & in-unit laundry • High-speed Wi-Fi&Smart TV • Walk Score 99 – subway, U of T, Eaton, Restaurant all within minutes Perfect for couples, or solo traveler who want premium comfort in a prime location.

Guest favourite
A modern kitchen area is showcased with sleek cabinetry and high-end appliances. A dining table with four chairs is positioned beside the kitchen. A large TV sits on a console, complementing the open layout and bright, welcoming atmosphere.
Apartment in Yonge-Eglinton
4.91 out of 5 average rating, 69 reviews

Modern Midtown Toronto Retreat at Yonge & Eg

Welcome to your modern midtown luxury retreat! Brand new high-end skyrise located in the heart of Toronto's vibrant Yonge & Eg neighborhood. Perfect for professionals and families looking for a central location with easy access to anywhere in Toronto. Situated right at the intersection of Yonge & Eglinton with instant access to subway, restaurants, cafes, shopping malls, grocery stores, and public parking. No expense spared as this suite is packed with all the modern amenities & 1-GB WIFI speed.

Top guest favourite
The living room contains a comfortable gray sofa adorned with decorative pillows and a low coffee table. A large smart TV is positioned on a stand, while a light-filled window provides views of the neighborhood. Green plants add a touch of nature to the space.
Guest suite in Davisville Village
5 out of 5 average rating, 45 reviews

Perfect Midtown Pied-à-terre

Welcome to our cozy Midtown home! You have the entire main floor suite where you can relax and recharge. Enjoy the open plan living room with smart TV, dining nook, and full-size, fully equipped kitchen. Two bedrooms, one with a queen-sized bed and walk-in closet and one with a desk and double-size sofa bed, make this a perfect live/work space. You're in a neighbourhood with restaurants, grocery stores, pubs, bars, shopping, parks, and a movie theatre - all within 15 minutes' walking distance.

Top guest favourite
A comfortable living area features a spacious sectional couch adorned with orange and white cushions. A dark coffee table is positioned in front, displaying a few decorative items, while a large television is mounted on the wall. Natural light floods through the glass doors leading to the terrace.
Apartment in North Toronto
4.97 out of 5 average rating, 116 reviews

Luxury Toronto Condo with Private Terrace & BBQ

Our 2 bed 2 bath condo is located in the heart of midtown Toronto in the Yonge & Eglinton area. The condo is steps away from Eglinton subway station and within walking distance to several shops and restaurants. There is a Loblaws and LCBO located on the main floor of the building. The condo has 24 hour security, underground paid visitor parking, and plenty of street parking nearby. The suite is fully equipped with everything you need and includes a private 300 sq.ft terrace with a BBQ!

Top guest favourite
The open-space living area features a large leather sofa facing a flat-screen TV, with a dining table and chairs nearby. A modern kitchen with high-end appliances is visible in the background, complemented by bright, recessed lighting throughout the space.
Flat in Davisville Village
4.95 out of 5 average rating, 158 reviews

Midtown modern 1 bedroom suite

Located in the heart of Midtown, Davisville Village. Very close to public transit, grocery stores and trendy restaurants. New property, modern look, high-end new appliances (incl. washer & dryer), modern comfortable furniture. Highest standards of cleaning, including proper disinfection of all high-touch areas. All kitchen, bathroom and bedroom supplies for comfortable stay provided. On-site parking is available for a separate fee. High-speed Wi-Fi access, Netflix, cable TV.

Guest favourite
Apartment in North Toronto
4.85 out of 5 average rating, 122 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Guest favourite
A modern living area showcases a plush sofa with red and neutral accents. A wooden coffee table sits in the center, complemented by a vibrant piece of wall art. The open layout connects to the dining area and kitchen, enhancing the spacious feel.
Apartment in Davisville Village
4.87 out of 5 average rating, 39 reviews

Upscale 2B+2B Condo in Prime Yonge & Eglinton

Welcome to our modern 2-bedroom, 2-bathroom apartment with a den in Midtown Toronto - an ideal space for remote work. Stylish and well-equipped, it offers a comfortable home office setup, high speed Bell Fibe Wi-Fi, and easy access to the vibrant city. Perfect for professionals, couples, young families. Enjoy the best urban living with the convenience of a cozy retreat. Fully furnished with two queen size beds, marble kitchen table, large oak wood office desk

Guest favourite
A comfortable living room is showcased with a gray sofa and a glass coffee table. A flat-screen TV is placed on a low black stand. Natural light filters through the partially closed blinds, creating a warm atmosphere. An artwork adorns the wall, adding a touch of elegance.
Apartment in North Toronto
4.99 out of 5 average rating, 76 reviews

Midtown Toronto Condo!

This vibrant midtown building is surrounded by diverse dining options, from restaurants to pubs, all within 1-10 minutes’ walk. The subway is just 5 minutes away, offering quick access to Rogers Centre (15 km) and Scotiabank Arena. A nearby bus stop connects you to the rest of the city. Conveniently, the building provides direct access to a Loblaws supermarket and LCBO through the parking garage. Registration number: STR-2406-HTPBPY

Top guest favourite
A modern living area features a spacious gray sectional sofa adorned with colorful throw pillows. Abstract artwork is displayed on the walls, while a round coffee table holds snacks. A large window allows natural light to fill the room, with a view of greenery outside.
Home in Annex
5 out of 5 average rating, 218 reviews

Annex Garden Coach House

Welcome to the Annex Garden Coach House! Well suited for solo and family travellers alike, seeking a centrally located, quiet little house, surrounded by backyard trees, in the leafy Annex neighbourhood. You're able to park for free at your private front door, and it's a quick walk to your choice of three nearby subway stations.

Top guest favourite
Home in Yonge-Eglinton
4.98 out of 5 average rating, 44 reviews

Modern 2BR House | Cozy, Family-Friendly & Central

Enjoy a stylish and spacious 2-bedroom house 🏡 with modern amenities, perfect for families and groups of up to 8 guests. Just minutes from downtown Toronto 🏙️, this home features 2 bathrooms 🚿, a fully equipped kitchen 🍴, 1 parking spot 🚗, and a queen-sized sofa bed 🛏️.

Popular amenities for Midtown holiday rentals

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Quick stats about holiday rentals in Midtown

  • Total holiday rentals

    Explore 2,930 holiday rentals in Midtown

  • Verified guest reviews

    Over 77,700 verified reviews to help you choose

  • Family-friendly holiday rentals

    900 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 550 rentals that welcome pets

  • Holiday rentals with a pool

    370 properties feature pools

  • Rentals with dedicated workspaces

    1,560 properties have a dedicated workspace

  • Wifi availability

    2,880 of Midtown holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Midtown rentals

  • 4.8 Average rating

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

  • Nearby attractions

    Midtown’s top spots include Casa Loma, Royal Ontario Museum and Christie Pits Park

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