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Holiday rentals with a pool in Midtown

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Midtown

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

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Top guest favourite
A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.
Apartment in Fort York
4.98 out of 5 average rating, 212 reviews

Stylish Downtown Toronto Condo Free Parking | FIFA

Experience downtown Toronto in a stylish condo! Start your day in a bright kitchen & enjoy coffee on the balcony. Relax with Netflix after exploring the city. Walk to CN Tower, Rogers Centre, Ripley’s Aquarium, Exhibition Place, restaurants & waterfront. Full kitchen, Keurig, 2 desks for work. Building features pool, hot tub, sauna, gym, seasonal rooftop BBQ, free parking & self check-in. Discounts on stays of 7+ nights & non-refundable bookings. Book your unforgettable Toronto getaway today.

Guest favourite
A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.
Apartment in Entertainment District
4.92 out of 5 average rating, 106 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.

Guest favourite
The open-concept living area features a gray couch and a small round coffee table, complemented by a patterned area rug. A dining set with yellow chairs is placed near the kitchen, which showcases modern appliances and sleek cabinetry.
Guest suite in Eglinton West
4.85 out of 5 average rating, 158 reviews

Modern Private Suite By Subway w Free Parking

An entire floor is yours to use privately. Newly renovated with modern amenities, includes a 55" Smart OLED TV, Fibre Optic High-Speed WIFI, and backyard full of fun activities for couples and families. Next to public transit, a quick walk away, is TTC Eglinton W station. Centrally located, quick access to downtown or any neighbouring city (Vaughan, Markham, Brampton, Mississauga). Situated on a quiet street and walking distance from grocery stores, pharmacies, coffee shops, and eating places.

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, 129 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 features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.
Apartment in Entertainment District
4.93 out of 5 average rating, 122 reviews

Charming Condo w Parking, CN Tower View & Pool

Enjoy your stay at a charming & modern condo located in the heart of downtown Toronto. Stop settling for sub-par accommodations, and treat yourself to this fully equipped, meticulously cleaned unit with 1 Queen Bed + 1 Sofa Bed. You will be within steps (literally) to the CN Tower, Rogers Center, Ripley’s, and many of Toronto’s top attractions. I am an extremely passionate & attentive host who will cater to your requests and desires. Shoot me a message to get started on your Toronto getaway.

Guest favourite
A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.
Apartment in Fort York
4.95 out of 5 average rating, 143 reviews

Waterfront Condo Pool/Hot Tub/Free Parking/BMO Field

This lakeside condo is designed to give you a 5-star experience. Upon entrance you are greeted with champagne and a gift basket! Steps away from the main attractions. Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Budweiser Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, and more! Enjoy your 5-star stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

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 Newtonbrook East
4.94 out of 5 average rating, 195 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 North Toronto
4.85 out of 5 average rating, 129 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.

Superhost
A spacious living area features a large sectional sofa adorned with decorative cushions. A modern coffee table is centered in front of a wall-mounted TV, providing a focal point. A minimalist console table is present, accompanied by wall art and a plant on display.
Flat in Entertainment District
4.8 out of 5 average rating, 139 reviews

2BR Across from CN Tower & MTCC

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

Superhost
Apartment in Entertainment District
4.88 out of 5 average rating, 103 reviews

Luxury King Bedroom+Den Condo + 1 Free Parking

Immerse in urban luxury with this King Bedroom+Den gem in Toronto. The floor to ceiling windows fill the spacious living area and well-equipped kitchen. Extending to the inviting balcony with stunning South West lake and city views. Centrally located, it offers proximity to Union Station, Scotiabank Arena, CN Tower and the Rogers Centre. Making it the ideal choice for a chic and convenient downtown stay. Comfort and elegance harmonize in this urban retreat.

Guest favourite
An open-plan living area features a glass dining table with transparent chairs. A cozy seating area is visible with natural light filtering through large windows. The kitchen is equipped with modern appliances and finishes, providing an inviting space for meals and relaxation.
Apartment in Entertainment District
4.82 out of 5 average rating, 115 reviews

Entire Unit - CN Tower View - Lux. 1 BR DT Condo

PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. A 10 ft ceiling modern and stylish condo offering stunning CN Tower views. The suite is located right across CN Tower, Rogers Centre, Metro Convention and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto, enjoy sports events, or attend meetings within walking distance. We provide Wifi, Cable TV , washer/dryer, and paid parking.

Top guest favourite
A modern high-rise condominium building is captured against a cloudy sky. The sleek facade features large windows and a combination of brick and glass elements. Surrounding urban architecture contributes to the vibrant cityscape.
Apartment in Entertainment District
4.96 out of 5 average rating, 158 reviews

Across Street from CN Tower,Rogers,Aquarium,MTCC!

Welcome to the heart of the city! A non-shared 1-bedroom condo with a full-sized kitchen. My condo is located just across the street from the CN Tower admission booth. 5-10 minutes walking distance to the Aquarium, Rogers Center, Air Canada Center, Union Station. A few blocks from the entertainment district, endless dining, and shopping options. Fashionably furnished and decorated to be your perfect home away from home.

Popular amenities for Midtown rentals with a pool

When is the best time to visit Midtown?

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Quick stats about holiday rentals with a pool in Midtown

  • Total holiday rentals

    Explore 370 holiday rentals in Midtown

  • Nightly prices starting at

    Midtown holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 5,430 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 90 rentals that welcome pets

  • Rentals with dedicated workspaces

    200 properties have a dedicated workspace

  • Wifi availability

    360 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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