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 light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.
Apartment in Entertainment District
4.99 out of 5 average rating, 154 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Enjoy our luxury 3 bedroom [2 queen 1 double bed], 2 bathroom condo, located in the heart of the Entertainment District. The condo is a short walk to many of the city’s most exciting attractions - CN Tower, Rogers Centre, Scotiabank arena, & the Metro Convention Centre. There is plenty of shopping, fine dining and entertainment in the surrounding areas accessible by foot. For our guests pleasure we have designed the condo to be modern, stylish, and relaxing. We look forward to hosting you!

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, 157 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, 128 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 vibrant Toronto-themed artwork is displayed on a light gray wall near the entrance. The piece illustrates the iconic skyline, featuring the CN Tower and a sporting event, while a cozy living area with a sofa and kitchenette can be seen in the background.
Apartment in North Toronto
4.93 out of 5 average rating, 59 reviews

Modern 1Bd/2Bth + Den Condo in Midtown Toronto

Stylish and modern 1 Bd/2Bth + Den condo located in the heart of Midtown Toronto, by the intersection of Yonge + Eglinton. This pleasant 672 sq ft condo with private balcony, can comfortably accommodate up to 4 guests in two Queen beds. Perfect for families, young professionals, couples and solo travelers. Steps away from top restaurants, shopping and entertainment, with easy access to public transportation. This Airbnb has everything you will need for a memorable experience here in Toronto.

Guest favourite
A modern dining area is highlighted by a wooden table accompanied by four metal stools. Above, a stylish light fixture with multiple bulbs adds warmth to the space. A spacious living area with large windows can be seen in the background, offering an abundance of natural light.
Apartment in North Toronto
4.8 out of 5 average rating, 70 reviews

Luxury Midtown Condo with Pool and Gym, Parking

We are hosting guests in this property for more than 2 years, however we had to create a new listing to comply with city regulations. You can find all of our reviews in our old listing: https://www.airbnb.ca/hosting/listings/editor/53566665/view-your-space Enjoy a stylish experience at this centrally located, large, and elegant unit in a brand new condominium with magnificent views. Free parking + pool gym + hot tub. This 1 bedroom + Den unit is located in the heart of midtown Toronto.

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 North Toronto
4.9 out of 5 average rating, 41 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 area features a spacious sofa arranged around a glass coffee table, with light streaming through large floor-to-ceiling windows. The open layout connects to a dining area with stylish seating and a kitchen, showcasing sleek cabinetry and contemporary appliances.
Loft in Liberty Village
4.96 out of 5 average rating, 113 reviews

Corner Unit in Liberty Village (Parking + Balcony)

Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

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
Flat in Entertainment District
4.92 out of 5 average rating, 121 reviews

Cozy Condo Next to CN Tower

Experience the best of Toronto in our modern one-bedroom plus one sofa bed condo, ideally located in the vibrant heart of the city. Enjoy breathtaking views from a high floor, offering a perfect retreat for urban explorers and business travelers. With easy access to top attractions, including the iconic CN Tower, and excellent commuting options, our condo combines comfort with convenience, making it the ideal base to discover Toronto's charm and energy.

Guest favourite
Apartment in North Toronto
4.99 out of 5 average rating, 77 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
Apartment in Downtown Toronto
4.96 out of 5 average rating, 23 reviews

Modern King Suite with Pool, Gym & City Views

- Stay in a luxurious condo centrally located for exploring all of downtown. - Enjoy the comfort of a pillow-top king bed and all-inclusive modern amenities. - Close walking distance to top shops, dining & iconic attractions like the CN Tower. - Relax on the balcony with skyline views, or unwind by the building's pool & sauna. - Reserve now to experience vibrant city life and seamless convenience firsthand!

Superhost
Apartment in Downtown Toronto
4.95 out of 5 average rating, 43 reviews

Skyline Views, Pool, Gym, Sauna, Downtown Access

- Take in breathtaking city views from this stylish, well-equipped stay - Dive into comfort with gym, sauna, pool, and a warm indoor fireplace - Stroll to downtown dining, shopping, and entertainment just minutes away - Easily access public transport 2 minutes from your doorstep for exploring - Book now to immerse in a vibrant and unforgettable urban experience!

Popular amenities for Midtown rentals with a pool

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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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