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Holiday rentals with a pool in North York

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in North York

  • Total holiday rentals

    Explore 610 holiday rentals in North York

  • Nightly prices starting at

    North York holiday rentals start at €9 per night before taxes and fees

  • Verified guest reviews

    Over 8,960 verified reviews to help you choose

  • Family-friendly holiday rentals

    250 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 190 rentals that welcome pets

  • Rentals with dedicated workspaces

    310 properties have a dedicated workspace

  • Wifi availability

    590 of North York holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across North York rentals

  • 4.8 Average rating

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

  • Nearby attractions

    North York’s top spots include Aga Khan Museum, Ontario Science Centre and Edwards Gardens

Top-rated rentals with a pool in North York

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

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Superhost
A modern living area is showcased with a deep blue velvet sofa adorned with two decorative pillows. A glass coffee table rests atop a patterned rug, accompanied by two stylish gold side tables. Large abstract artwork is displayed on the wall, complementing the light-filled space.
Apartment in Toronto

Spacious Downtown (midtown) 2bed 2 bath free parki

In the heart of Midtown (close to downtown), this is a modern 2 Bedroom, 2 Bathroom, 900 square foot loft, in a high rise building. My place is perfect for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets) are welcome too! The condo is in pristine condition with a fully equipped kitchen, living area, two comfy beds, two full piece washrooms and a balcony with all the luxuries and amenities you need. My spot is close to Underground Subway Train Station - Yellow Line, 24/7 Bus Accessible, Yonge Street, 24 hour restaurants, 24 hour grocery store, Bars, Clubs, Restaurants, Movies, Highway 401. There is no shortage of things to do around here. Thank you for considering staying with me during your visit to Toronto. Whether you're coming for business, pleasure, or to visit family, I think you will tremendously enjoy my suite and my neighborhood.

4.82 out of 5 average rating, 382 reviews
Top 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 Downtown Toronto

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.

4.94 out of 5 average rating, 124 reviews
Top guest favourite
Apartment in Downtown Toronto

Luxury Downtown Condo For 6 (CN Tower View)

Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.

4.98 out of 5 average rating, 129 reviews
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

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

5.0 out of 5 average rating, 161 reviews
Guest favourite
Flat in Downtown Toronto

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 .

4.93 out of 5 average rating, 160 reviews
Superhost
A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.
Guest house in Mississauga

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

4.89 out of 5 average rating, 114 reviews
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

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.

4.92 out of 5 average rating, 218 reviews
Guest favourite
A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.
Apartment in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

4.9 out of 5 average rating, 167 reviews
Top guest favourite
A round marble dining table is featured in the center, surrounded by wooden chairs. Above hangs a stylish light fixture. A decorative hockey-themed wall art is displayed, reflecting local culture. The open kitchen area includes modern appliances and a neutral color scheme, enhancing the inviting space.
Flat in Downtown Toronto

Canadiana Downtown Condo w/King Bed + Free Parking

We pride ourselves on delivering a 5 star hotel-like experience!! Condo offers FREE PARKING inside of the building. Whether you're in town for a concert, sporting event, business trip or just to catch some local touristic hotspots, you'll be within 8min walk of your destination. Condo is attached to Scotiabank Arena + Union. The condo has a King Bed and 2 Queens to comfortably accomodate your large group. Book now there's a surprise waiting inside!

4.92 out of 5 average rating, 181 reviews
Top guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

4.99 out of 5 average rating, 187 reviews
Top guest favourite
A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.
Flat in Downtown Toronto

The Fort York Flat

Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators. 

4.99 out of 5 average rating, 157 reviews
Superhost
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

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.

4.85 out of 5 average rating, 109 reviews

Popular amenities for North York rentals with a pool

KitchenWifiPoolFree parking on premisesAir conditioning

House rentals with a pool

Top guest favourite
Home in Erin Mills

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

4.96 out of 5 average rating, 121 reviews
Top guest favourite
An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.
Home in Niagara

King West Studio – TIFF, Dining & Nightlife

4.91 out of 5 average rating, 344 reviews
Guest favourite
The exterior view of the two-story house is framed by lush trees, showcasing large windows that allow natural light to filter inside. A balcony extends from the second floor, providing outdoor space. The structure features a blend of wood and siding materials.
Home in Uxbridge

The Ridge Roost - Uxbridge Township

4.86 out of 5 average rating, 102 reviews
Superhost
A comfortable sleeping area is furnished with a queen bed, dressed in a patterned blue and white blanket. A cozy sofa is positioned nearby. Warm lighting is provided by a wall-mounted fixture, and a piece of artwork featuring a tree is displayed above the bed.
Home in Milton

Spacious, Pet Friendly Basement Apartment

4.75 out of 5 average rating, 117 reviews
Guest favourite
Home in Toronto

Luxury Spa Escape with Pool & Jacuzzi

4.97 out of 5 average rating, 29 reviews
Guest favourite
Home in Don Mills

Luxury 4BR Designer Retreat with Heated Wave Pool

5.0 out of 5 average rating, 15 reviews
Superhost
Home in Thornhill

Tranquil Estate Retreat | Pool, Pond on 3 Acres

5.0 out of 5 average rating, 4 reviews
Top guest favourite
A modern living area features a cozy sectional sofa and two accent chairs in blue and green. A sleek coffee table sits at the center, and a fireplace is framed by a stylish mantel. Large windows allow natural light to brighten the space.
Home in East York

Leaside Rental w/ Backyard& Pool

4.95 out of 5 average rating, 40 reviews

Apartment rentals with a pool

Superhost
A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.
Apartment in Davisville Village

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

4.84 out of 5 average rating, 160 reviews
Guest favourite
A rooftop pool reflects the blue sky while providing views of the CN Tower and surrounding modern buildings. Lounge chairs are positioned beside the pool, creating a relaxed atmosphere. The clear water invites enjoyment against the urban backdrop.
Apartment in Downtown Toronto

Rooftop Pool Condo with CN Tower View

4.94 out of 5 average rating, 177 reviews
Guest favourite
A bright living space showcases a comfortable sofa beside a round glass table. A large TV is mounted on a textured wall. Natural light floods in from floor-to-ceiling windows, revealing city views, while a cozy bedroom is visible through an open doorway.
Apartment in Downtown Toronto

Stylish 1BR on Toronto’s Harbourfront

4.93 out of 5 average rating, 123 reviews
Top guest favourite
A modern living space is highlighted by large windows offering panoramic city views. A deep red area rug anchors the room, complementing the sleek furniture. Two barstools and a compact table are positioned near the kitchen, providing a functional dining space.
Apartment in Davisville Village

SpectacularPenthouse VIEWS/ POOL /free Parking

4.94 out of 5 average rating, 291 reviews
Guest favourite
A stylish living area features a leather sofa and an accent chair, creating a cozy seating arrangement. A modern coffee table is positioned centrally, with a small plant and decorative items. The open kitchen area includes sleek cabinetry and a microwave, enhancing the contemporary design.
Apartment in Yorkville

Yorkville Luxury Suite | Pool, Sauna & Gym Toronto

4.98 out of 5 average rating, 103 reviews
Guest favourite
Apartment in Downtown Toronto

Luxury CN Tower View, 2BR, Free Parking

4.98 out of 5 average rating, 129 reviews
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 Downtown Toronto

Luxury Downtown Condo For 6 (Near CN Tower)

4.97 out of 5 average rating, 191 reviews
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 Downtown Toronto

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

4.95 out of 5 average rating, 159 reviews

Other holiday rentals with a pool

Guest favourite
A modern living area features a sleek sofa paired with a round coffee table. A flat-screen TV is mounted on the wall, providing entertainment options. Light streams in through large windows, illuminating the neutral color palette and contemporary decor. A standing lamp and wall art add subtle detail.
Flat in Toronto

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

4.95 out of 5 average rating, 74 reviews
Guest favourite
The exterior of the Hulmark Centre is prominently displayed, showcasing a modern design characterized by large glass windows that reflect the sky. Surrounding elements suggest an urban environment with shops and amenities easily accessible at street level.
Apartment in Toronto

Luxury Lower PH , 3 Bed/2.5 Bath Yonge & Sheppard

4.93 out of 5 average rating, 59 reviews
Guest favourite
A modern living area features a comfortable sofa paired with decorative pillows, positioned beside a light-filled window. A stylish dining table sits in view, flanked by bar stools. Various decorative elements, including plants and artwork, enhance the inviting atmosphere.
Townhouse in Toronto

Entire Modern Condo Townhouse in Toronto

4.91 out of 5 average rating, 89 reviews
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

Midtown Penthouse - Toronto City Skyline View

5.0 out of 5 average rating, 41 reviews
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-Star 2BR/2BA with Pool & Gym | Yonge & Eglinton

5.0 out of 5 average rating, 60 reviews
Guest favourite
Apartment in Davisville Village

Midtown 1BR | Workspace, Parking + Sofa Bed

4.99 out of 5 average rating, 90 reviews
Guest favourite
Guest suite in Markham

Hidden Gem of Thornhill (Ravine+Pool+Hot tub)

4.9 out of 5 average rating, 83 reviews
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

Stylish Condo-Yonge & Eglinton/Midtown Toronto

4.94 out of 5 average rating, 36 reviews

When is the best time to visit North York?

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