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Holiday 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 Toronto

4.81 out of 5 average rating, 302 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.

5 – 12 May

$2,434 AUD total

Guest favourite

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 214 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

30 Nov – 7 Dec

$1,443 AUD total

Guest favourite

Guest suite in Toronto

4.86 out of 5 average rating, 100 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.

28 Aug – 4 Sept

$2,563 AUD total

Guest favourite

Guest suite in Mississauga

4.92 out of 5 average rating, 132 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 the 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. Swimming pool is closed for the season. No smoking property.

29 Oct – 5 Nov

$1,482 AUD total

Guest favourite

Condo in Toronto

4.93 out of 5 average rating, 230 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.

1 – 8 Jan

$2,804 AUD total

Guest favourite

Cabin in Mono

4.94 out of 5 average rating, 272 reviews

The Trails Retreat (Private Cabin)

Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home and yoga studio, minutes to the Bruce Trail, Hockley Ski & Resort, and Mansfield Ski Club, enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Chef's creations and Private yoga and group classes available

25 Feb – 4 Mar

$2,040 AUD total

Condo in Mississauga

4.78 out of 5 average rating, 189 reviews

Benetton Suite - Square One - 1 BR+Den+1 Parking

The Benetton Suite - Square One - 1 BR + Den + 1 Parking located in the heart of Mississauga, 600m from Square One Mall and 300m from Living Arts Centre. This centrally air-conditioned apartment. includes complimentary high speed wi-fi and 1 private parking free on site. Furnished in top quality style, the apartment has 2 bedrooms, a flat screen TV (with Netflix!), a fully equipped kitchen, dishwasher, microwave, washing machine, dryer with 1 bathroom with a bath.

24 – 31 Mar

$1,642 AUD total

Guest favourite

Home in Toronto

4.91 out of 5 average rating, 264 reviews

King West Victorian Studio Gem

Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto Overlooks Park + Outdoor Public Pool Open Concept 735 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District Street Permit Parking

16 – 23 July

$2,032 AUD total

Condo in Toronto

4.86 out of 5 average rating, 178 reviews

Best View in Downtown 5 Star Luxury 1+1 w/office

Experience truly gorgeous view of Lake Ontario and the city from this spacious luxury condo with one of only a few unobstructed lake views left in the city. Steps away from CN Tower, Air Canada Center, Metro Convention Center, Airport, and most other major attractions. Situated on the newly developed Harbourfront Area in Toronto Downtown. Walk, bike, use public transport right at your door to get around the city center in minutes.

14 – 19 May

$1,748 AUD total

Condo in Mississauga

4.82 out of 5 average rating, 221 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

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.

12 – 19 May

$1,716 AUD total

Guest favourite

Guest suite in Orangeville

4.97 out of 5 average rating, 139 reviews

Your very own peaceful santuary in nature

Tranquil space to go walking through the 20 acres of forest with trails, lots of wildlife, and beautiful bright stars at night for stargazers. You can have a coffee in the morning on the patio set in front of the suite and have a drink on one of the hills in comfortable muskoka chairs up on a hill of the property and watch the sunset or sunrise if you are an early bird.

5 – 12 July

$1,051 AUD total

Guest favourite

Guest suite in Uxbridge

4.96 out of 5 average rating, 165 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

26 Oct – 2 Nov

$1,482 AUD total

Holiday 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

Guest favourite

Home in Port Perry

4.94 out of 5 average rating, 203 reviews

Home away from home with a hot tub and pool

12 – 19 Sept

$2,384 AUD total

Guest favourite

Home in Toronto

5.0 out of 5 average rating, 17 reviews

Central Location Near Transit & Shops w/ Parking!

25 Oct – 1 Nov

$8,403 AUD total

Guest favourite

Home in Toronto

4.96 out of 5 average rating, 26 reviews

Toronto Pool Retreat

24 – 31 Oct

$6,125 AUD total

Guest favourite

Home in Toronto

4.93 out of 5 average rating, 97 reviews

Entire house with Pool, ravine, and nature trail

25 May – 1 June

$4,419 AUD total

Guest favourite

Home in Gormley

4.95 out of 5 average rating, 38 reviews

Lovely Home, Big Backyard + Pool

21 – 28 Mar

$1,941 AUD total

Guest favourite

Home in Toronto

4.96 out of 5 average rating, 77 reviews

Home Away From Home

22 – 29 Aug

$2,717 AUD total

Guest favourite

Home in Newmarket

5.0 out of 5 average rating, 7 reviews

Beautiful Pond View stay!

19 – 26 Dec

$1,468 AUD total

Guest favourite

Home in Toronto

4.89 out of 5 average rating, 28 reviews

Beautiful Oasis In the city with Heated Pool

1 – 8 Mar

$8,337 AUD total

Condo rentals with a pool

Guest favourite

Condo in Toronto

4.97 out of 5 average rating, 217 reviews

Chic, High-Rise Apartment with CN Tower Views

8 – 15 May

$3,111 AUD total

Guest favourite

Condo in Toronto

4.94 out of 5 average rating, 229 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

17 – 24 May

$2,776 AUD total

Guest favourite

Condo in Toronto

4.96 out of 5 average rating, 110 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

19 – 26 Dec

$3,432 AUD total

Guest favourite

Condo in Toronto

4.93 out of 5 average rating, 189 reviews

College Park :2Bd+2bth + Free parking

3 – 10 Nov

$3,788 AUD total

Guest favourite

Condo in Toronto

4.95 out of 5 average rating, 170 reviews

Upscale Luxurious Condo Free Parking

11 – 18 Feb

$2,482 AUD total

Guest favourite

Condo in Toronto

4.98 out of 5 average rating, 161 reviews

Stylish Downtown Condo with Free Parking

15 – 22 July

$3,461 AUD total

Condo in Toronto

4.84 out of 5 average rating, 121 reviews

Modern 1 Bdrm Suite Downtown District - Lake View

11 – 18 May

$2,564 AUD total

Guest favourite

Condo in North York

4.91 out of 5 average rating, 45 reviews

Bright, stylist corner Condo Unit in Toronto

30 Dec – 6 Jan

$1,852 AUD total

Quick stats about holiday rentals with a pool in North York

Total rentals
560 properties
Rentals with dedicated workspaces
240 properties have a dedicated workspace
Pet-friendly rentals
130 properties allow pets
Family-friendly rentals
210 properties are a good fit for families
Total number of reviews
7.5K reviews
Nightly prices starting at
$15 AUD before taxes and fees

Destinations to explore