Holiday rentals with a pool in Midtown

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Midtown

  • Total holiday rentals

    Explore 350 holiday rentals in Midtown

  • Nightly prices starting at

    Midtown holiday rentals start at €18 per night before taxes and fees

  • Verified guest reviews

    Over 5,710 verified reviews to help you choose

  • Family-friendly holiday rentals

    100 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 100 rentals that welcome pets

  • Rentals with dedicated workspaces

    190 properties have a dedicated workspace

  • Wifi availability

    340 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 Evergreen Brick Works

Top-rated rentals with a pool in Midtown

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top guest favourite
Apartment in Downtown Toronto
4.98 out of 5 average rating, 219 reviews

Stylish Downtown Toronto Condo + Free Parking

Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!

Top guest favourite
A living area features large glass doors allowing natural light to fill the space and offering a view of the city skyline. A comfortable sofa and accent chair provide seating, complemented by a low coffee table and a decorative area rug beneath. A potted plant adds a touch of greenery.
Flat in Davisville Village
5 out of 5 average rating, 37 reviews

Midtown Penthouse - Toronto City Skyline View

Stunning one bedroom penthouse apartment in the heart of midtown Toronto (Yonge & Eglinton). 5 min walk to Eglinton Station, 15 min commute to downtown. Enjoy spacious 10 ft ceilings and a south-facing, fully unobstructed view of the CN Tower / city skyline. Free underground parking included. Building amenities include: gym, salt water pool, hot tub, sauna, steam room, outdoor patio + BBQs. There is Loblaws (grocery) and LCBO (liquor) on the main floor of the building. Great restaurants nearby.

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 Yorkdale
5 out of 5 average rating, 152 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

Guest favourite
A modern living area is presented with large windows allowing ample natural light. Stylish furniture includes a comfortable sofa with decorative pillows, two armchairs, and a coffee table. A television displays the Netflix logo, while a decorative plant adds a touch of greenery.
Flat in Davisville Village
4.92 out of 5 average rating, 53 reviews

Spacious 3BR - Free Parking - 5 min walk to Subway

Our space is a luxury new unit with stylish furniture, located just 5 minutes walk away Eglinton Subway Station and a wide selection of shops and restaurants. The unit is perfect for international visitors, families, and business travellers. About the unit: ➜ 5 min walk to subway station ➜ Close to Yonge & Eglinton Centre ➜ Located near Yonge St corridor ➜ Over 900 sqft of space ➜ Free parking for 1 car ➜ 24HR self check-in ➜ Walk score of 98 - Excellent! ➜ Transit score of 90 - Excellent!

Superhost
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
4.93 out of 5 average rating, 214 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.

Guest favourite
Apartment in Davisville Village
5 out of 5 average rating, 9 reviews

Midtown Executive Stay

Stay comfortably in Midtown Toronto in a well-designed 1-bedroom + den condo with two full bathrooms, ideal for mid-term and extended stays. Perfect for business travelers, professionals, and families seeking a quiet, well-equipped home. The unit features a full kitchen, in-suite washer/dryer, reliable Wi-Fi, and a private balcony. Direct indoor access to Loblaws and LCBO adds convenience during winter. Subway access is just a 5-minute walk away. Registration number: STR-2509-GKLFBS

Top guest favourite
A modern living area features a spacious gray sectional sofa and a minimalist coffee table. Large windows allow for ample natural light and provide views of the surrounding city. A potted plant adds a touch of greenery, complementing the sleek kitchen design.
Flat in Yorkville
4.84 out of 5 average rating, 102 reviews

Luxury Retreat in Yorkville | Pristine Amenities

Welcome to our stylish and luxurious Yorkville condo! Immerse yourself in the heart of Toronto's most upscale neighbourhood, surrounded by top-rated shopping, renowned restaurants, and cultural attractions. This chic retreat offers modern amenities, elegant design and a prime location for an unforgettable stay in a newly-constructed building. ➜ Approx. 600ft² / 56m² of space ➜ Highspeed WIFI ➜ In-unit washer & dryer ➜ Fully equipped kitchen ➜ Steps to Bay & Museum subway stations

Top guest favourite
A view from the kitchen showcases a modern living space filled with natural light. A granite countertop highlights sleek appliances, while the background reveals a cozy seating area and a large window with city views. A TV and decorative plant enhance the inviting environment.
Apartment in Davisville Village
4.94 out of 5 average rating, 63 reviews

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Welcome to your ideal retreat in Midtown Toronto 👋🏻 , a sophisticated and inviting stay nestled near the vibrant Eglinton Station (🚶🏻4 min walk). This prime location offers guests unparalleled access to a dynamic neighborhood teeming with exceptional dining, cozy cafés, and a plethora of entertainment options. Whether you’re visiting for business, a weekend getaway, or an extended stay, this stylish rental provides the perfect blend of comfort, convenience, and urban excitement.

Top guest favourite
A modern living space features large windows allowing natural light, with city views in the background. Comfortable seating arrangements include a grey sofa and an armchair. A wooden dining table with four chairs occupies the center, alongside a decorative plant enhancing the ambiance.
Apartment in Davisville Village
5 out of 5 average rating, 53 reviews

5-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton

Welcome to your high-floor stylish 2-bedroom, 2-bathroom condo in the heart of Toronto! Enjoy the indoor pool, gym, hot tub, sauna, steam room, and one free parking spot. Loblaws is downstairs, and GoodLife is across the street. Cafes, restaurants, and parks are within a 2-minute walk. The subway is steps away. The unit includes fast Wi-Fi, Netflix, full kitchen, and in-suite laundry. Perfect for work trips, weekend getaways, or extended stays.

Guest favourite
A light-filled living area features a comfortable sofa and a bright yellow accent chair. A wall-mounted TV displays the Netflix logo. Large windows provide views of a balcony and the surrounding area. A dining table and kitchenette are visible in the background.
Apartment in Davisville Village
4.94 out of 5 average rating, 34 reviews

Stylish Condo-Yonge & Eglinton/Midtown Toronto

Stay in the heart of Midtown Toronto! This bright, modern condo is steps from Eglinton Station, groceries, shops, and restaurants. Enjoy a sleek kitchen with stone counters and stainless steel appliances, ensuite bathrooms, and a private balcony with city views. Relax with resort-style amenities: indoor pool, hot tub, sauna, gym, BBQ patio, and a Zen garden. Perfect for business or leisure—comfort, style, and convenience all in one place.

Top guest favourite
Apartment in Davisville Village
4.99 out of 5 average rating, 86 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

Guest favourite
A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.
Home in Toronto
4.86 out of 5 average rating, 106 reviews

Toronto Pool Retreat

Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.

Popular amenities for Midtown rentals with a pool

When is the best time to visit Midtown?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price€98€97€107€100€112€116€118€126€123€109€99€97
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C