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Vacation rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Scarborough

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.

Condo in Fort York

4.98 out of 5 average rating, 208 reviews

Stylish Downtown Toronto Condo with Free Parking

Experience downtown Toronto in a stylish condo! Start your day in a bright kitchen & enjoy coffee on the balcony. Relax with Netflix after exploring the city. Walk to CN Tower, Rogers Centre, Ripley’s Aquarium, Exhibition Place, restaurants & waterfront. Full kitchen, Keurig, 2 desks for work. Building features pool, hot tub, sauna, gym, seasonal rooftop BBQ, free parking & self check-in. Discounts on stays of 7+ nights & non-refundable bookings. Book your unforgettable Toronto getaway today!

The outdoor area features a large in-ground swimming pool surrounded by a stone patio, with bright yellow chairs positioned nearby for relaxation. Lush greenery and wooden fencing provide privacy, creating a tranquil space ideal for outdoor enjoyment.

Home in Scarborough

4.95 out of 5 average rating, 119 reviews

Modern Custom Home w/ Pool, Games & Parking

Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

A sparkling swimming pool with a curvy shape is set in a sunny, private yard. Lush greenery surrounds the area, with a patio visible in the background, featuring outdoor seating and umbrellas. The pool's clear water reflects the sunlight, creating a refreshing atmosphere.

Guest suite in Scarborough Village

4.89 out of 5 average rating, 103 reviews

Prestigious Bluffs Private Guest Suite

Beautiful, private, sun-filled guest suite with a large private yard and pool in a safe, upscale, tranquil, forested neighbourhood. Deer and other wildlife. Short walk to public transport (TTC, GO Trains), shopping, restaurants, parks and trails to the top of the Bluffs with breathtaking views of Lake Ontario and also down to the waterfront trail to nearby Bluffers Park Beach and Marina. Parking for 6 vehicles and boat trailer. Fast Fibre Internet. EV Charger (Tesla/J1772). No parties or events.

A bright bedroom showcases a spacious bed with white linens and a textured blanket. A yellow accent pillow adds color. A bedside lamp and a framed artwork are positioned thoughtfully, while large windows provide panoramic views of the city.

Condo in Entertainment District

4.86 out of 5 average rating, 130 reviews

Luxury 1BR Executive Condo • Panoramic City Views

★ This stylishly appointed 1BR condo has everything you need: a spacious open-concept layout with high ceilings and hardwood floors throughout; warm, modern décor; a cozy living area with sofa, armchair, and large flat-screen TV; dining table that seats 3; sleek kitchen with stainless steel appliances; dedicated workspace; comfortable queen bed in the bedroom; bathroom with shower/tub combo; in-suite washer/dryer; high-speed internet; breathtaking panoramic views of Toronto; and an A+ location!

Top guest favorite

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Apartment in Mississauga

4.95 out of 5 average rating, 137 reviews

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

Top guest favorite

An outdoor swimming pool is centered within a landscaped courtyard, surrounded by contemporary apartment buildings. Comfortable lounge chairs line the pool deck, while a graceful pathway leads to the water's edge. Lush greenery frames the area, enhancing the tranquil atmosphere.

Condo in Yorkdale

5 out of 5 average rating, 114 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

Top guest favorite

Apartment in Newmarket

4.99 out of 5 average rating, 190 reviews

The Hilton BnB Adult Luxury Suite

Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

An indoor pool area is visible, featuring a large, rectangular pool surrounded by tiled flooring. Floor-to-ceiling windows allow natural light to fill the space. Lounge chairs are positioned along the edges, and a seating area can be seen in the background.

Condo in Fort York

4.97 out of 5 average rating, 143 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

A luxury condo overlooking the stunning city skyline. Bright open concept living space with a modern flare. Renovated with the latest appliances. Beauty-Rest Hotel Series Queen mattress and lots of closet space. Free Parking. Steps to the trendiest restaurants, bars, and clubs downtown as well as the CN Tower, Rogers Center, Exhibition Place, Beautiful Waterfront trails/bike paths, and more. 24/7 Self-Check in. Pool and gym access. Use your own Netflix/Prime account on the Samsung Smart TV.

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 North York

4.94 out of 5 average rating, 165 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.

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, 154 reviews

Heated Pool-tub Open 365 Days

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, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Top guest favorite

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

4.96 out of 5 average rating, 101 reviews

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.

The outdoor pool is surrounded by lounge chairs, inviting relaxation. Soft lighting accentuates the area, creating a serene atmosphere as evening approaches. Modern structures and seating arrangements are visible in the background, enhancing the space's appeal.

Condo in Entertainment District

4.92 out of 5 average rating, 297 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

This Chic, Upscale Suite Is A Luxurious Home Base In The Heart Of Toronto's Entertainment District. The Perfect Location If Attending The Toronto International Film Festival (TIFF), And Just Steps To Nearby Venues, such as CN Tower, Rogers Centre, Subways, Restaurants, Shopping, Metro Toronto Convention Centre And Lake Ontario. Everything You Will Need To Have An Amazing Stay Is Included In The Unit! Please NOTE There Is No Parking Included.

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Popular amenities for Scarborough rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in North York

5 out of 5 average rating, 24 reviews

Award Winning Luxury Home with Heated Pool + Sauna

An outdoor pool is surrounded by a stone patio, featuring landscaping elements including flower beds and a small bush. Seating options are provided by chairs placed around the pool area, and a decorative birdbath is visible nearby.

Home in Port Perry

4.93 out of 5 average rating, 229 reviews

Home away from home with a hot tub and pool

A heated swimming pool surrounded by lush greenery reflects the clear sky above. The pool is framed by a glass fence and features colorful pool toys floating on the surface. A pergola provides shaded seating along the spacious deck, inviting outdoor relaxation.

Home in Port Union

4.98 out of 5 average rating, 62 reviews

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

An outdoor space features a spa-inspired pool with connected Jacuzzi, surrounded by lounge chairs and an umbrella. A large gazebo housing a dining area is visible, along with landscaped greenery and a clear blue sky enhancing the serene environment.

Home in Bathurst Manor

5 out of 5 average rating, 8 reviews

Luxury Spa Escape with Pool & Jacuzzi

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.

4.9 out of 5 average rating, 87 reviews

Ravine Paradise ! heated pool and hot tub!

Top guest favorite

Home in Lawrence Park

5 out of 5 average rating, 26 reviews

Guest suite 10 min to subwy w kitchen FREE parking

A private backyard features a heated saltwater pool with a waterfall, surrounded by lush greenery. A covered gazebo offers seating options, while a dining area with patio furniture is visible. The space is accessed through a glass sliding door from the interior.

Home in North York

5 out of 5 average rating, 19 reviews

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Home in The Queensway

4.9 out of 5 average rating, 63 reviews

private backyard SPA oasis in Toronto

Condo rentals with a pool

An indoor swimming pool area is featured, with clear water inviting relaxation. A stainless steel handrail provides stability for entry, while large windows allow natural light to illuminate the space. The area is equipped with tiled flooring and a clock on the wall for convenience.

Condo in North Toronto

4.85 out of 5 average rating, 118 reviews

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

Condo in Mississauga

4.87 out of 5 average rating, 187 reviews

Beautiful Penthouse with Breathtaking View

The modern condo building features a multi-story design with balconies and large windows. Soft greenery lines the ground level, enhancing the urban landscape. A clear blue sky provides a bright backdrop, while the street is lined with manicured trees, creating an inviting atmosphere for residents and visitors.

Condo in Unionville

4.91 out of 5 average rating, 122 reviews

Downtown Markham Unionville

A bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.

Condo in Entertainment District

4.89 out of 5 average rating, 122 reviews

Beautiful Condo Across CN Tower and MTCC

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.

Condo in Fort York

4.97 out of 5 average rating, 129 reviews

Waterfront Downtown condo by Rogers -Pool-Parking

A modern workspace is presented with a sleek black desk and stylish chair. Floating orange shelves display decorative items, while a globe adds a touch of elegance. The kitchen area is visible in the background, featuring dark cabinetry and contemporary appliances.

Condo in Entertainment District

4.89 out of 5 average rating, 868 reviews

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

An indoor pool area is illuminated by natural light from large floor-to-ceiling windows. The clear water reflects the surroundings, and ample space is available for relaxation. Minimalist design elements such as light-colored tiles and sleek lines contribute to an open and inviting atmosphere.

Condo in Fort York

4.86 out of 5 average rating, 132 reviews

Luxury Condo with FreeParking. CN Tower Lake View

A studio apartment is filled with natural light from large windows, presenting a view of the city skyline. A spacious bed is located next to a white sofa and two accent chairs. Green plants add a touch of nature to the modern interior.

Condo in Fort York

4.92 out of 5 average rating, 114 reviews

Studio by Lake -Close to Central Airport & Station

Other vacation rentals with a pool

Top guest favorite

A modern outdoor pool is surrounded by greenery and lounge chairs. Tall glass buildings reflect natural light, creating a serene urban environment. The pool's gentle curves lead to steps for easy access, emphasizing a relaxing place for leisure and enjoyment.

Condo in North York City Centre

4.96 out of 5 average rating, 46 reviews

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

Top guest favorite

A modern kitchen features sleek cabinetry, stainless steel appliances, and a spacious island with seating for four. Natural light floods in through large windows, complementing the contemporary design. Decorative elements add a touch of elegance to the functional cooking space.

Condo in Richmond Hill

4.97 out of 5 average rating, 32 reviews

Chic Richmond hill Condo

A modern living area features a spacious gray sectional sofa accompanied by decorative pillows. A wooden coffee table is placed at the center, while a flat-screen TV is mounted on the wall nearby. Natural light fills the space through large windows adorned with light blinds, revealing greenery outside.

Apartment in Entertainment District

5 out of 5 average rating, 15 reviews

City Living Next to CN Tower + 1 Free Parking

A modern living room features a large sectional sofa with a sleek design, positioned near a floor-to-ceiling window. A flat-screen TV is placed on a low coffee table, while natural light fills the space, highlighting the surrounding urban landscape.

Condo in Mississauga

4.9 out of 5 average rating, 59 reviews

Mississauga Square One Condo

A spacious living area is furnished with a modern brown sofa and a round glass coffee table. A circular mirror enhances the light from large windows, showcasing views of the city skyline. Decorative plants add a touch of greenery to the welcoming ambiance.

Apartment in Entertainment District

4.94 out of 5 average rating, 50 reviews

Top Area w/ Sunset View, King Bed, Parking, Pool

A spacious living area features a vibrant red sectional sofa adorned with patterned cushions. A coffee table sits atop a colorful area rug, and a flat-screen television is mounted on a minimalist shelf. Potted plants add a touch of greenery to the modern interior.

Apartment in Entertainment District

5 out of 5 average rating, 24 reviews

Sleek King St Loft - Downtown Chic

Top guest favorite

Apartment in Oakville

4.95 out of 5 average rating, 60 reviews

Elegant Condo in Oakville

Top guest favorite

A modern dining area features a glass table surrounded by two plush chairs with soft, muted upholstery. A large floor lamp illuminates the space, while a decorative vase with dried flowers adds an element of style. Floor-to-ceiling windows offer views of the exterior.

Apartment in Yonge-Eglinton

5 out of 5 average rating, 28 reviews

Luxury City Vacation Getaway

Quick stats about vacation rentals with a pool in Scarborough

Total rentals
160 properties
Nightly prices starting at
G$2,089 GYD before taxes and fees
Total number of reviews
4.4K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
40 properties allow pets
Rentals with dedicated workspaces
80 properties have a dedicated workspace

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