Vacation rentals with a pool in York

Find and book unique homes with a pool on Airbnb

Quick stats about vacation rentals with a pool in York

  • Total vacation rentals

    Explore 90 vacation rentals in York

  • Nightly prices starting at

    York vacation rentals start at ﺩ.ﺇ 73 per night before taxes and fees

  • Verified guest reviews

    Over 1,130 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wi-Fi availability

    80 of York vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across York rentals

  • 4.8 Average rating

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

  • Nearby attractions

    York's top spots, include Christie Pits Park, Dufferin Grove Park, and Dufferin station

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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Top guest favorite
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
4.91 out of 5 average rating, 343 reviews

King West Studio – TIFF, Dining & Nightlife

Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto 23 Min walk BMO Field 15 Mins to TIFF 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

Top guest favorite
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.
Condo in Downtown Toronto
4.93 out of 5 average rating, 121 reviews

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.

Top guest favorite
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.
Condo in Yorkdale
5.0 out of 5 average rating, 160 reviews

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

Guest favorite
Apartment in Downtown Toronto
4.92 out of 5 average rating, 159 reviews

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 .

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.
Guesthouse in Mississauga
4.89 out of 5 average rating, 114 reviews

“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”

Superhost
A modern living area features a spacious gray sectional sofa and a minimalist coffee table. Large windows allow for ample natural light and provide views of the surrounding city. A potted plant adds a touch of greenery, complementing the sleek kitchen design.
Apartment in Yorkville
4.8 out of 5 average rating, 104 reviews

Luxury Retreat in Yorkville | Pristine Amenities!

Welcome to our stylish and luxurious Yorkville condo! Immerse yourself in the heart of Toronto's most upscale neighbourhood, surrounded by top-rated shopping, renowned restaurants, and cultural attractions. This chic retreat offers modern amenities, elegant design and a prime location for an unforgettable stay in a newly-constructed building. ➜ Approx. 600ft² / 56m² of space ➜ Highspeed WIFI ➜ In-unit washer & dryer ➜ Fully equipped kitchen ➜ Steps to Bay & Museum subway stations

Guest favorite
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.
Condo in Davisville Village
4.85 out of 5 average rating, 158 reviews

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

1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Top guest favorite
An open-concept living space features a modern kitchen with dark wood cabinetry and red accents. A dining table with stylish chairs is positioned beside a cozy seating area, while floor-to-ceiling windows allow natural light to fill the room, offering a view of the vibrant city.
Condo in Downtown Toronto
4.97 out of 5 average rating, 104 reviews

Modern 2BR 2BATH Urban Core Hotel-Style Condo

Consistently ranked among Toronto’s top condos and hosts, this upscale, fully furnished two-bedroom, two-bathroom suite is in the heart of the Entertainment and Theatre District. Steps from the CN Tower and Union Station, and moments to the Rogers Centre, Scotiabank Arena, MTCC, Ripley’s Aquarium, AGO, and TIFF. Enjoy arrival essentials, luxury hotel-style amenities, iconic renovated outdoor rooftop pool, and a fully equipped home for families or business guests.

Top guest favorite
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
4.99 out of 5 average rating, 187 reviews

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 !

Guest favorite
A bright bedroom features a spacious bed dressed in crisp white linens, topped with a soft, textured throw. Natural light fills the space through a large window, accented by elegant curtains. A small nightstand with a lamp and a decorative plant adds to the calming atmosphere.
Condo in Downtown Toronto
4.84 out of 5 average rating, 121 reviews

**30%OFF** Lake view property ❤️ of downtown

This unit is located in the most central location of downtown, Toronto. King West is just a few steps away. Complete kitchen, washer/dryer, Wi-Fi, and smart TVs are fully accessible for you to have a comfortable stay. • Sleeps 2 • 1 queen bed • Onsite washer + dryer • Self-check-in • Best nightlife 5 min distance • Best restaurants and shopping in Toronto • 42" Smart TV • Complete Kitchen • 1000 MBPS Wi-Fi • High chair and baby crib

Top guest favorite
A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.
Condo in Downtown Toronto
4.99 out of 5 average rating, 180 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.

Guest favorite
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
4.85 out of 5 average rating, 109 reviews

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.

Popular amenities for York rentals with a pool

When is the best time to visit York?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ 290ﺩ.ﺇ 294ﺩ.ﺇ 294ﺩ.ﺇ 342ﺩ.ﺇ 375ﺩ.ﺇ 386ﺩ.ﺇ 375ﺩ.ﺇ 386ﺩ.ﺇ 371ﺩ.ﺇ 334ﺩ.ﺇ 338ﺩ.ﺇ 338
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