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Vacation rentals with a pool in North York

Find and book unique homes with a pool on Airbnb

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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Condo in North York

4.8 out of 5 average rating, 325 reviews

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.

Home in The Beaches

4.99 out of 5 average rating, 121 reviews

Heated Pool-Hottub Open 365 Days+Mid Week Specials

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Condo in Downtown Toronto

4.92 out of 5 average rating, 130 reviews

Modern 2 Bd condo near CN tower/MTCC/Rogers Centre

This spacious and modern suite is conveniently located in the heart of Toronto (Front and John Street). It’s situated within the Entertainment District, home to Toronto’s iconic CN Tower (3-5 min walk), Ripley’s Aquarium, Rogers Centre and the Metro Toronto Convention Center (directly across the street). Amenities: Parking Available for Charge Free unlimited high-speed WiFi Smart TVs w/ cable, Youtube & Netflix Fully equipped kitchen Private balcony Rooftop Infinity Pool Gym access & hot tub

Guest suite in York

4.83 out of 5 average rating, 126 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.

Rental unit in Liberty Village

4.88 out of 5 average rating, 204 reviews

Classy Industrial Venue ◈ Prime Location & Parking

Enjoy an upgraded home experience in this centrally located stylish venue and make the most of your stay with incredible amenities: ▪ Pool ▪ Latte/cappuccino maker ▪ 1.5 GBPS Wi-Fi ▪ Budweiser Stage 25min walk ▪ ☼ Take a morning 15min stroll to the lakeshore to see the sunrise. ☾ Enjoy the night at the vibrant Queen West—7min away, or across the street at Liberty Village ✈Tour the city on a bike (rentals 4min walk) or hit Downtown in 20min by taking the streetcar/bus in front of the bldg

Villa in North York

4.94 out of 5 average rating, 134 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.

Condo in Davisville Village

4.93 out of 5 average rating, 252 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Guest suite in Lorne Park

4.91 out of 5 average rating, 150 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. In the heart of Lorne Park in S. Mississauga, the apartment is built on the upper floor of a house with a separate entrance from the rear. One minute to QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. A lot of our guests are repeat guests. No smoking property.

Condo in Fort York

4.98 out of 5 average rating, 110 reviews

Artsy and Comfy Home with a View

This 670 sqft, 1 Bed+Den, 1 Bath has 9 foot ceilings and a spacious layout, plus: ▶︎ Free underground parking ▶︎ Streetcar direct to Union Stn, Bathurst Stn, Spadina St ▶︎ Restaurant-cafe downstairs, grocery store within 100m ~ 5-min walk: Loblaws, Starbucks, LCBO, Stackt Market, Farm Boy, BBT ~ 15-min walk: King St dining/nightlife, Queen St shopping... Rogers Center, Budweiser Stage, Canadian National Exhibition (CNE)... and more.

Condo in Mississauga

4.86 out of 5 average rating, 196 reviews

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

Guest suite in Uxbridge

4.96 out of 5 average rating, 190 reviews

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane

Condo in Unionville

4.92 out of 5 average rating, 106 reviews

Downtown Markham Unionville

Newer Condo, 2 bedroom entire unit, fully furnished with everything you need as if you were at home; steps to Historic Unionville, Cineplex with VIP Cinema,, Famous Ruth's Steak House, Good Catch Creole Seafood Place; Japanese Restaurant, Go-for-Tea Fusion, Historic Rouge Valley, Great Dining, Pubs, theatre, shopping Malls

Vacation rentals for every style

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Popular amenities for North York rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Mississauga

5 out of 5 average rating, 5 reviews

6 Bedroom Luxury House with a Bright Sunroom

Home in Scarborough

4.97 out of 5 average rating, 37 reviews

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

Home in Scarborough

4.92 out of 5 average rating, 60 reviews

Ravine Paradise ! heated pool and hot tub!

Home in Newmarket

4.96 out of 5 average rating, 23 reviews

Beautiful Pond View stay!

Home in North York

5 out of 5 average rating, 10 reviews

Luxe, Family-Friendly Oasis Home With Pool

Home in North York

4.92 out of 5 average rating, 50 reviews

Toronto Pool Retreat

Home in Mimico

4.78 out of 5 average rating, 27 reviews

private backyard SPA oasis in Toronto

Home in Scarborough

4.93 out of 5 average rating, 112 reviews

Entire house with Pool, ravine, and nature trail

Condo rentals with a pool

Condo in Downtown Toronto

4.93 out of 5 average rating, 209 reviews

College Park :2Bd+2bth + Free parking

Condo in Downtown Toronto

4.89 out of 5 average rating, 153 reviews

1 bdrm Condo across CN Tower at 39 FLR Stun. View

Condo in Fort York

4.96 out of 5 average rating, 126 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

Condo in Fort York

4.89 out of 5 average rating, 408 reviews

Lakeside Condo Studio In Downtown Toronto

Condo in Toronto

4.93 out of 5 average rating, 145 reviews

SPECTACULAR SUITE IN HUMBER BAY SHORES TORONTO!

Condo in Downtown Toronto

4.98 out of 5 average rating, 117 reviews

Trendy King West townhome

Condo in Fort York

5 out of 5 average rating, 27 reviews

CN Tower | Lake Views | Free Parking | WFH Space

Condo in Downtown Toronto

4.94 out of 5 average rating, 158 reviews

Stylish 1BR/2 bed CN Tower view, Free Parking

Quick stats about vacation rentals with a pool in North York

Total rentals
590 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
8.5K reviews
Family-friendly rentals
220 properties are a good fit for families
Pet-friendly rentals
150 properties allow pets
Rentals with dedicated workspaces
260 properties have a dedicated workspace

Destinations to explore