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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 Toronto

4.82 out of 5 average rating, 303 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.

May 8 – 15

G$38,144 GYD per night

Condo in Toronto

5.0 out of 5 average rating, 43 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner unit penthouse! With its exquisite contemporary decor and lush green plants, this space exudes comfort, opulence, and a tropical vibe. Enjoy breathtaking panoramic views of the city skyline and immerse yourself in the wonderful amenities including an outdoor swimming pool, hot tub and steam room sauna. Only a 15 minute drive from downtown. 5 minute walk to subway. Perfect for discerning guests seeking an elevated experience in the vibrant city of Toronto.

Oct 29 – Nov 5

G$25,811 GYD per night

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.

Jan 3 – 10

G$30,436 GYD per night

Treehouse in Port Perry

4.98 out of 5 average rating, 533 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Nov 10 – 17

G$77,816 GYD per night

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.

Aug 25 – Sep 1

G$23,375 GYD per night

Villa in Toronto

4.94 out of 5 average rating, 116 reviews

➊ The One Toronto Villa - Indoor Pool&Tennis Court

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.

Oct 1 – 8

G$229,494 GYD per night

Condo in Toronto

4.93 out of 5 average rating, 231 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.

Jul 22 – 29

G$45,634 GYD per night

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.

Nov 11 – 18

G$31,527 GYD per night

Home in Toronto

4.91 out of 5 average rating, 265 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

Aug 1 – 8

G$37,191 GYD per night

Apartment in Newmarket

5.0 out of 5 average rating, 141 reviews

The Hilton BnB Adult Luxury Suite

A beautifully decorated open concept walkout suite in an elegant 2-story home with all the amenities, accommodates 1-2 adult guests, in Newmarket’s prestigious Stonehaven Estates. The Hilton BnB is located just 30 minutes from downtown Toronto. Dine by the warmth of a fireplace in the winter or relax and have a BBQ poolside in the summer. The suite is spacious and the grounds are breathtaking. Uniquely designed with luxury in mind!

Dec 23 – 30

G$25,818 GYD per night

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.

Sep 16 – 23

G$28,853 GYD per night

Condo in Toronto

4.81 out of 5 average rating, 156 reviews

The spot at the Bisha residence

Enjoy a stylish experience at this centrally located condo in Toronto! This clean, spacious bachelor studio offers a great weekend getaway for couples and singles! In the heart of Toronto just walking distance from, the entertainment district, the Rogers centre for all your sporting events, the aquarium, concert venues, the lake and quick access to subway and street cars!

Dec 20 – 27

G$33,875 GYD per night

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 Port Perry

4.94 out of 5 average rating, 203 reviews

Home away from home with a hot tub and pool

Oct 17 – 24

G$39,292 GYD per night

Home in Toronto

4.96 out of 5 average rating, 27 reviews

Toronto Pool Retreat

Jan 11 – 18

G$80,659 GYD per night

Home in Toronto

4.96 out of 5 average rating, 79 reviews

Home Away From Home

Aug 22 – 29

G$47,832 GYD per night

Home in Toronto

4.93 out of 5 average rating, 97 reviews

Entire house with Pool, ravine, and nature trail

Aug 14 – 21

G$70,139 GYD per night

Home in Gormley

4.95 out of 5 average rating, 38 reviews

Lovely Home, Big Backyard + Pool

Mar 30 – Apr 6

G$32,570 GYD per night

Home in Newmarket

5.0 out of 5 average rating, 7 reviews

Beautiful Pond View stay!

Dec 27 – Jan 3

G$23,351 GYD per night

Home in Mississauga

5.0 out of 5 average rating, 7 reviews

*New*Cozy 1bedroom Condo in Mississauga Square one

Sep 15 – 22

G$30,629 GYD per night

Home in Mississauga

4.95 out of 5 average rating, 22 reviews

Carrera Cove - Spacious 3BR - 5 Mins to Go Train

Nov 26 – Dec 3

G$37,123 GYD per night

Condo rentals with a pool

Condo in Toronto

4.94 out of 5 average rating, 230 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

May 24 – 31

G$45,839 GYD per night

Condo in Toronto

4.86 out of 5 average rating, 178 reviews

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

May 14 – 19

G$42,014 GYD per night

Condo in Toronto

4.97 out of 5 average rating, 218 reviews

Chic, High-Rise Apartment with CN Tower Views

Sep 9 – 16

G$70,686 GYD per night

Condo in Toronto

4.96 out of 5 average rating, 110 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

Nov 2 – 9

G$54,688 GYD per night

Condo in Toronto

4.98 out of 5 average rating, 163 reviews

Stylish Downtown Condo with Free Parking

Jul 22 – 29

G$55,524 GYD per night

Condo in Toronto

4.95 out of 5 average rating, 172 reviews

Upscale Luxurious Condo Free Parking

Jan 23 – 30

G$42,435 GYD per night

Condo in Toronto

4.89 out of 5 average rating, 273 reviews

CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE

Sep 1 – 8

G$87,885 GYD per night

Condo in Toronto

4.95 out of 5 average rating, 113 reviews

3BR Rooftop Pool-Gym-Steps-MTCC-CN Tower-Parking

Jul 22 – 29

G$137,312 GYD per night

Quick stats about vacation 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
G$2,085 GYD before taxes and fees

Destinations to explore