Vacation rentals with a pool in York

4.98 out of 5 average rating, 216 reviews

Stylish Downtown Toronto Condo + Free Parking

Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!

4.91 out of 5 average rating, 336 reviews

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

Victorian Charm – Prime FIFA Base in King West

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

Guesthouse in Mississauga

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.

4.91 out of 5 average rating, 106 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

YES Hot tub and heated pool are open! Forget your worries in this 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. **25+ ID & waiver req**

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 150 reviews

FIFA fan zone Pool/HottubFree parking walk to BMO

WALK TO THE WORLD CUP- 3 min walk- Lakeside condo designed to give you a 5-star experience. Upon entrance you are greeted with champagne and chocolate. Steps away from the main attractions .Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Bud Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field! Enjoy your stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

5 out of 5 average rating, 141 reviews

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

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

Apartment in Downtown Toronto

4.92 out of 5 average rating, 146 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 .

4.93 out of 5 average rating, 206 reviews

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

Villa in Toronto

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.

4.97 out of 5 average rating, 118 reviews

A modern living area features a spacious sofa arranged around a glass coffee table, with light streaming through large floor-to-ceiling windows. The open layout connects to a dining area with stylish seating and a kitchen, showcasing sleek cabinetry and contemporary appliances.

Loft in Liberty Village

Corner Unit in Liberty Village (Parking + Balcony)

Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Fort York- Lake View Studio Condo + Indoor Parking

25th-Floor Lake Views | Free Parking | Steps to BMO Field Experience Toronto from the clouds! This modern, whisper-quiet studio offers breathtaking, unobstructed lake views. Perfect for FIFA World Cup 2026 fans this summer—walk to matches and Liberty Village, or head minutes down to the CN Tower. *Free heated underground parking *Gigabit Wi-Fi & 4K Roku TV *Full kitchen, gym, pool & sauna *Authorized legal rental, professionally cleaned, and ready for you. Book your stay!

5 out of 5 average rating, 105 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guesthouse in Brampton

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

4.99 out of 5 average rating, 182 reviews

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

FIFA: 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 suite in North Etobicoke

A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.

4.92 out of 5 average rating, 91 reviews

Private 1 bed/1.5 bath in-law suite in a house!

Our 1-bedroom, 1.5-bathroom Airbnb in-law suite near Toronto Pearson Airport offers comfort and convenience. Private entrance, massage chair, sauna, and garden view make it an ideal choice. Just 20-25 minutes to downtown attractions, close to Woodbine Casino, high-end shopping, and a walking distance to the Humber River recreational trail. Your perfect Toronto retreat awaits you!

Popular amenities for York rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 16 reviews

Home in Palgrave

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

5 out of 5 average rating, 12 reviews

Home in Vaughan

Vacation Spa Retreat! Sauna, pool, gym

5 out of 5 average rating, 6 reviews

Home in Mimico-Queensway

Toronto Backyard w/ Pool, Hot Tub & Sauna | 4BR

4.91 out of 5 average rating, 114 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

4.78 out of 5 average rating, 37 reviews

A modern house exterior is displayed, featuring a well-maintained lawn and landscaped garden. The driveway is paved with gravel and concrete, leading to a covered porch area. Large windows provide an inviting entrance, while shaded trees contribute to a pleasant outdoor setting.

Home in Mississauga

Comfortable &Stylish 4BD Stay Near Toronto Airport

4.89 out of 5 average rating, 9 reviews

A well-equipped kitchen features white cabinetry and modern stainless-steel appliances, including a stove and dishwasher. Natural light pours in through a window adorned with potted plants. A tile floor leads to a dining area with wooden chairs, creating an inviting space for meal preparation and gatherings.

Home in Mississauga

Swimming pool, king size bed. Our oasis.

5 out of 5 average rating, 3 reviews

Home in Thornhill

Tranquil Estate Retreat | Pool, Pond on 3 Acres

4.9 out of 5 average rating, 99 reviews

A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.

Home in Don Mills

Casa Meya – Toronto Poolhouse Villa

Condo rentals with a pool

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.

4.84 out of 5 average rating, 105 reviews

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

4.89 out of 5 average rating, 880 reviews

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers

A well-furnished living area is shown, featuring a dark leather couch, a round wooden coffee table, and a comfortable chair. A large flat-screen TV is positioned on a media console, while natural light enters through expansive windows, revealing a light-colored rug and decorative plants.

4.92 out of 5 average rating, 324 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.

4.93 out of 5 average rating, 131 reviews

Charming Condo w Parking, CN Tower View & Pool

A modern living area features a sleek kitchen with red accents and stainless steel appliances. A blue couch with decorative pillows is positioned near a glass coffee table, creating a comfortable seating area. Natural light floods the space through large windows that offer views of the outdoors.

4.92 out of 5 average rating, 360 reviews

Closest condo to Rogers Centre/CN tower in Toronto

4.81 out of 5 average rating, 285 reviews

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

A well-lit bedroom features a spacious bed with neatly arranged towels. Two nightstands flanking the bed hold lamps. A desk and chair are positioned by the window, complemented by greenery. A large mirror and a TV are mounted on the wall, enhancing the relaxed atmosphere.

4.97 out of 5 average rating, 117 reviews

Luxury Downtown Condo For 6 (CN Tower View)

A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.

4.97 out of 5 average rating, 173 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Other vacation rentals with a pool

Condo in Mimico-Queensway

4.93 out of 5 average rating, 45 reviews

Lovely Lakeview Condo with Pool & Free Parking

A sunlit corner of the living area features two comfortable chairs and a small side table. Large floor-to-ceiling windows invite natural light, showcasing greenery outside. A tall plant adds a touch of vibrancy, creating a calm and relaxing space.

5 out of 5 average rating, 27 reviews

Stylish Downtown Toronto Condo | Lakeside Living

Condo in Davisville Village

4.99 out of 5 average rating, 82 reviews

Midtown Toronto Condo!

4.85 out of 5 average rating, 54 reviews

Dreamy City Views | High-Rise | Pool & Gym Access

4.92 out of 5 average rating, 38 reviews

An airy open-concept kitchen and living space features a large island with a white countertop and sleek oven. Decorative pendant lights add ambiance above the kitchen area, complemented by light-colored cabinetry. The living area includes a cozy seating arrangement, allowing for relaxed gatherings or meals.

Apartment in Toronto

Stellar Humber Bay 2BD/2BTH Large Patio & Parking

Apartment in Downtown Toronto

A spacious living area features a light grey sectional sofa adorned with soft pillows. A low coffee table sits in front of the couch, with plants and decor enhancing the ambiance. The open kitchen area is visible in the background, showcasing clean lines and modern finishes.

4.93 out of 5 average rating, 43 reviews

Stylish 1 BDRM/ GYM/WIFI/ Laundry

4.8 out of 5 average rating, 56 reviews

Condo in Yorkville

Beautiful Yorkville Luxury Condo

A modern living area is visible, featuring a spacious seating arrangement beneath a stylish chandelier. Floor-to-ceiling windows provide ample natural light and stunning views of the city skyline. The dining area is equipped with a small table, complementing the open layout of the space.