Vacation rentals with a pool in Mississauga

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.

4.98 out of 5 average rating, 210 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!

4.9 out of 5 average rating, 79 reviews

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 Lakeview

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this spacious and serene space. king bed+queen air, large windows and accordion patio doors overlooking lush greenery in private backyard oasis. Enjoy indoor/outdoor living and access to private basketball court, trampoline. Landscaped backyard with 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 and waiver required! **

4.99 out of 5 average rating, 159 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

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

Ask about FALL BONUS NIGHTS: BOOK 2 nights-get 3rd for free: Located right by the lake. HEATED private pool and spa. OPEN 365 days- EVEN IN WINTER !! Explore local shops on Queens St. 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

4.94 out of 5 average rating, 146 reviews

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

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.

5 out of 5 average rating, 22 reviews

Apartment in Cooksville

Stylish 2bed, 2bth Apt. Malls & 25 Mins to Toronto

Welcome to the brand new, all private, and tastefully appointed two bedroom, two bathroom, above-garage "Guest-Apartment On Isabella" with access to our family summer pool (on request). Located in a quiet mature neighbourhood. Located 5 mins from Trillium Hospital; 15 minutes from Square One Mall; 20 minutes from Port Credit’s lakefront, dining and entertainment. 30 minutes from Pearson International Airport. Catch a GO Train to Toronto’s Union Station or hop in a car & be there in 25-30mins.

5 out of 5 average rating, 124 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

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.

4.9 out of 5 average rating, 61 reviews

Mississauga Square One Condo

We are located across from the Square One mall, city hall, the newly renovated library, the Living Arts center and near many restaurants. The keys to the condo are located in a lockbox at a house 10 min away by car. This stop is on the way from the airport to the condo. The building has many amenities like a gym, sauna, hot tub, and steam room. The 1-bedroom unit features a queen bed, Roku-enabled TV in the living room, fully-equipped kitchen and 1.5 bathrooms. Parking is included.

The kitchen features modern appliances and a sleek countertop, while a dining table with six chairs occupies the central space. A vibrant artwork adorns the wall, and large windows provide a view of the cityscape, letting in natural light.

4.98 out of 5 average rating, 126 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

4.9 out of 5 average rating, 129 reviews

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.

5 out of 5 average rating, 7 reviews

Apartment in Mississauga

Luxury Condo | SQ1 | Stunning Views | Spacious

Enjoy the best of Mississauga in this central and new condo. Perched on a high floor, this unit offers breathtaking views of Lake Ontario and boasts top-tier amenities, including a pool, fully-equipped gym, and much more. Indulge in your favorite cuisines, including a Starbucks located right at your doorstep! A short 20 minute drive to Pearson Airport, enjoy the comfort of living near Square One, a short 5 minute walk away. Experience Mississauga downtown living at its finest!

4.82 out of 5 average rating, 192 reviews

A backyard oasis features a sun-drenched inground pool surrounded by lush perennial gardens. A stone patio is equipped with shaded lounge areas and outdoor seating, creating an inviting space for relaxation. The two-story house overlooks the pool, complementing the tranquil environment.

Apartment in Milton

Backyard Oasis Guesthouse.

POOL IS CLOSED TILL MAY 2026 Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

4.98 out of 5 average rating, 160 reviews

The exterior of a cabin is depicted, featuring wooden siding and a stone base. A small wreath decorates the entrance, which is flanked by a snow-covered landscape. Tall trees stand in the background, hinting at the surrounding nature.

Cabin in Hamilton

The Fox's Retreat - A Cozy Cabin for Two

Escape to this open concept cabin in Flamborough, Ontairo. Get to Flamborough Downs Casino and Racetrack, McMaster University, African Lion Safari, Valens and Christie's Conversation Areas, Westfield Heritage Village, and Dundas Waterfalls and multiple Golf Courses in under 15 minutes. Modern amenities provide all the comforts necessary for a relaxing stay, quiet remote work, or a unique space to get wedding ready.

Popular amenities for Mississauga rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.95 out of 5 average rating, 38 reviews

A sunroom is showcased, featuring large glass windows that provide views of a snowy landscape outside. Two upholstered chairs are paired with a circular, patterned coffee table, while a flower arrangement adds a pop of color in the center.

Home in Mississauga

Luxury House with a Bright Sunroom & a heated pool

5 out of 5 average rating, 11 reviews

Home in Etobicoke

Seraya Wellness Retreat

4.89 out of 5 average rating, 64 reviews

A hot tub and swim spa are shown in a well-maintained outdoor area, surrounded by lush green privacy hedges. Nearby, a modern patio seating area features a table and comfortable couches, enhancing the outdoor relaxation space.

Home in The Queensway

private backyard SPA oasis in Toronto

5 out of 5 average rating, 19 reviews

A private backyard features a sparkling pool surrounded by a spacious patio. A large dining table with bright green chairs is shaded by a vibrant umbrella. Grassy areas and tall trees offer a serene, enclosed atmosphere, enhancing the outdoor living experience.

Home in Erin Mills

Family Oasis with Pool and Hot Tub

4.91 out of 5 average rating, 324 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 West Queen West

Victorian Studio in King West – TIFF/FIFA Ready

4.95 out of 5 average rating, 122 reviews

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

Home in Scarborough

Fun Modern Home Game Rm Cozy Heated Floors Toronto

4.89 out of 5 average rating, 19 reviews

A tranquil pool area is framed by a flagstone patio, featuring a covered BBQ station and a poolside bar. Lounge chairs are arranged around the pool, with a shaded space visible nearby. Lush greenery and a clear sky complement the inviting outdoor setting.

Home in Port Credit

Oakwood Haven

4.89 out of 5 average rating, 93 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 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.

4.89 out of 5 average rating, 869 reviews

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

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.

4.97 out of 5 average rating, 137 reviews

Lux Waterfront Condo Pool Hot Tub Free Parking

A light-colored sofa is positioned in the foreground, adorned with plush, textured pillows. The modern kitchen in the background features white cabinetry, stainless steel appliances, and a central island topped with decorative items, creating a fresh and inviting space.

4.87 out of 5 average rating, 136 reviews

Luxury Condo with FreeParking. CN Tower Lake View

A spacious living area is highlighted by a plush couch adorned with throw pillows and a soft blanket. A modern coffee table has a wooden tray atop it. Art is displayed on the walls, and a leafy plant is positioned beside a light source.

4.97 out of 5 average rating, 258 reviews

Chic, High-Rise Apartment with CN Tower Views

A modern living area is displayed, featuring a large flat-screen television mounted on the wall. A white coffee table sits in front of a sectional sofa adorned with red and white cushions. A dining area with a black table and chairs is visible in the background.

4.89 out of 5 average rating, 54 reviews

2 BR Apartment + 1 Parking/SQ1 Area

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, 120 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.

4.91 out of 5 average rating, 331 reviews

Closest condo to Rogers Centre/CN tower in Toronto

An open concept living area is illuminated by city lights, featuring large windows offering views of the CN Tower. A modern sofa sits beside a stylish wooden bar, while a flat-screen television is positioned against a sleek white console. The space is designed for relaxation and entertainment.

4.85 out of 5 average rating, 277 reviews

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

Other vacation rentals with a pool

Apartment in Mimico-Queensway

An outdoor private patio features a small hot tub surrounded by two lounge chairs. Soft lighting is provided by string lights along the railing, casting a warm glow over the natural stone flooring. A small bush is placed conveniently beside the hot tub.

4.98 out of 5 average rating, 80 reviews

5 min walk to MimicoGo. Mimico->Exhibition->Union.

A modern high-rise condominium towers against a colorful evening sky, surrounded by bustling streets and other residential buildings. Windows catch the fading light, reflecting the urban atmosphere of downtown Mississauga, with vehicles and traffic signals visible in the foreground.

4.75 out of 5 average rating, 109 reviews

Spacious 3BR +2BT w/ 1 Parking! Spectacular Views!

5 out of 5 average rating, 17 reviews

The spacious bedroom is designed with light neutral tones, featuring a large bed with layered bedding. Soft warm lighting is provided by a stylish chandelier. A comfortable seating area with modern chairs and a decorative table complements the room, along with a large window surrounded by elegant drapes.

Apartment in King City

The King's Rest

Apartment in Etobicoke West Mall

A cozy living area features a comfortable sofa accompanied by a stylish side table and ottoman. A large television is positioned on a wooden console. Natural light filters through the sliding glass doors, which open to a balcony adorned with greenery.

4.96 out of 5 average rating, 48 reviews

Pet Friendly Condo, Private Terrace, Pool & Gym

Place to stay in Etobicoke

A welcoming entryway features a stone staircase leading to a pair of wooden double doors. Flanking the entrance, potted plants add greenery, while large windows provide views of the surrounding yard. The roof is tiled, and a well-maintained lawn adds to the home's appeal.

4.93 out of 5 average rating, 76 reviews

The Snug Oasis - Burrow (Near Airport)

4.91 out of 5 average rating, 80 reviews

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.

Guest suite in Etobicoke

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

Condo in Mimico-Queensway

The kitchen area features modern stainless steel appliances with a minimalist design. A large window allows natural light to illuminate the space, highlighting the sleek cabinetry and stylish backsplash. A small sitting area is visible in the background, enhancing the open-concept layout.

4.86 out of 5 average rating, 22 reviews

Luxury 1BD Condo w/ Stunning Views - Toronto

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.