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Vacation rentals with a pool in York

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in 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.

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 Downtown Toronto

4.81 out of 5 average rating, 253 reviews

Elegant Toronto Lakeview Condo 1+1 w. Free Parking

Step into a world of breathtaking, unobstructed lake views from the private balcony of this executive-style condo. The cozy interior blends comfort and style perfectly. Every inch of this compact space is designed for your convenience and relaxation. Located within walking distance of iconic attractions like Rogers Centre, Scotiabank Arena, Billy Bishop Airport, and the vibrant Entertainment District. Perfect for couples, solo adventurers, business travelers, and families (with kids).

Home in Niagara

4.91 out of 5 average rating, 293 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 745 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry for long term guests 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

Condo in Fort York

4.89 out of 5 average rating, 128 reviews

Lakeside Downtown Oasis accommodating 4 ppl

Enjoy a stylish experience at this centrally located place. My ONE BEDROOM PLUS DEN condo comfortably sleeps 4 people and overlooks the lake and is within walking distance to most Toronto attractions ( Budweiser Stage, BMO field, Exhibition Place, Billy Bishop Airport, CN tower, Ontario Place, countless bars, restaurants and venues. During your Stay you will have access to the state of the art facilities such as gym, sauna, pool, roof-top terrace, paid parking on site.

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 Downtown Toronto

4.98 out of 5 average rating, 117 reviews

Trendy King West townhome

Lovely 1-bdrm townhome in King West area, one of the most trendy, lively and vibrant neighbourhoods, offers some of the best restaurants in Toronto. It is close enough to the action of downtown Toronto, but still have that community feel of a SoHo-like neighbourhood. This 1-bdrm apartment is perfect for a couple or a single business traveler. Conveniently located on the ground floor with a cozy and quiet backyard.

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 Fort York

4.89 out of 5 average rating, 206 reviews

Perfect Place in the Heart of the City!

Very clean studio with a great view! Accessible to all the hot spots of the city; CNE, Ontario Place, CN Tower, Budweiser Stage, BMO Field, Scotia Arena, and Rogers Centre to list a few. Streetcar access to anywhere downtown. 5 min walk to Porter Airport and 10 min streetcar to Union, UP express, GO station and VIA rail.

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Popular amenities for 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

4.92 out of 5 average rating, 60 reviews

Ravine Paradise ! heated pool and hot tub!

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 Central Etobicoke

4.89 out of 5 average rating, 9 reviews

Luxury 2bedroom Unit in the city/heated salt pool.

Home in Scarborough

4.93 out of 5 average rating, 112 reviews

Entire house with Pool, ravine, and nature trail

Home in Scarborough

4.9 out of 5 average rating, 10 reviews

Lakeview Cottage in the City with Pool

Home in Port Credit

5 out of 5 average rating, 10 reviews

Maple Garden Lakeside Retreat

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

4.94 out of 5 average rating, 127 reviews

One Of A Kind Downtown Sanctuary w/ CN Tower 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

4.97 out of 5 average rating, 110 reviews

Luxury Waterfront Downtown Condo w/ Pool & Parking

Condo in Fort York

4.89 out of 5 average rating, 408 reviews

Lakeside Condo Studio In Downtown Toronto

Condo in Downtown Toronto

4.97 out of 5 average rating, 236 reviews

Chic, High-Rise Apartment with CN Tower Views

Condo in Mississauga

4.86 out of 5 average rating, 196 reviews

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

Quick stats about vacation rentals with a pool in York

Total rentals
90 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
1.3K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace

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