Vacation rentals with a pool in Mississauga

4.99 out of 5 average rating, 161 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

Year-Round Heated Pool & Hot Tub Family Oasis

Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year. In the colder months, enjoy a winter sk

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.

4.94 out of 5 average rating, 154 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.

Guest suite in Lorne Park

A spacious living area features light wood flooring and large windows allowing natural light to fill the space. A comfortable sectional couch is arranged with wooden chairs and tables. A ceiling fan offers a cooling breeze, while lush greenery is visible outside through the windows.

4.92 out of 5 average rating, 164 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. Many of our guests are repeat guests as they find a lot of value in staying here. In Lorne Park in S. Mississauga, the apartment is on the upper floor of a house with a separate entrance. One minute to QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. No smoking please.

A contemporary waterfront condominium complex is visible, showcasing multiple glass-fronted balconies and lush greenery surrounding the entrance. The building features an urban design with large windows, allowing for abundant natural light, under a vibrant blue sky with scattered clouds.

4.89 out of 5 average rating, 455 reviews

Lakeside Condo Studio In Downtown Toronto

Luxury waterfront condo in Historic Fort York District with amazing amenities. Right by the waterfront LakeOntario and minutes from downtown Toronto. The studio is very clean and contemporary with balcony facing the lake. Walking distance to PorterAirport, ScotiaArena, BMO field,RogerCentre, MolsonAmphitheatre, CNE,OntarioPlace and everything Lakeshore has to offer. Easy access to all of downtown right at your doorstep with 5 min tram ride to UnionStation, UpExpress, GoStation and ViaRail.

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.

4.89 out of 5 average rating, 132 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.

4.96 out of 5 average rating, 112 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.

Condo in Humber Bay Shores

A bright, open living area features large floor-to-ceiling windows, allowing natural light to illuminate the space. A sleek white sofa is accented with teal cushions, paired with a glossy coffee table. A dining area with beige chairs complements the modern decor, all set against a stylish area rug.

4.96 out of 5 average rating, 23 reviews

Luxury Lakeview Condo free parking Pool Hottub Gym

Modern 1-bedroom condo with stunning panoramic lake views from the 25th floor. Enjoy a stylish, relaxing stay just 10 minutes from downtown Toronto and Pearson Airport. Great location for visitors attending concerts or sports events in Toronto ! Features include a fully equipped kitchen, high-speed Wi-Fi, king bed, balcony, and more. Please note: second bedroom is locked and not for guest use. Perfect for couples or solo travelers seeking comfort, luxury, and convenience.

4.99 out of 5 average rating, 129 reviews

A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.

Apartment in Fort York

The Fort York Flat

Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators.

4.82 out of 5 average rating, 194 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, 166 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.

A spacious living area features a modern light fixture and a comfortable sofa with decorative pillows. A coffee table rests on a patterned rug. Behind the seating area, an open kitchen is visible, showcasing dark cabinetry and contemporary bar stools.

4.86 out of 5 average rating, 241 reviews

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

This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

5 out of 5 average rating, 8 reviews

Modern 1 Bed Condo Mississauga

Stylish and central 1 Bed condo in Downtown Mississauga, steps to Square One, Celebration Square, Sheridan College, and transit. This modern unit features a bright open layout, full kitchen, fast Wi-Fi, smart TV, in-suite laundry, private balcony, and free parking. Walk to top restaurants, shops, events, and entertainment. Perfect for business travel, weekend getaways, shopping trips, and long stays.

Popular amenities for Mississauga rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 44 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

5 out of 5 average rating, 19 reviews

An open-concept kitchen and living area features light hardwood flooring and contemporary furnishings. A white leather sofa complements a wooden coffee table, while a large kitchen island with bar stools is highlighted. A dining table accommodates six, and colorful tile accents add character to the space.

Home in Burlington

Modern Luxury House w/EV Charger & Heated Pool

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

4.82 out of 5 average rating, 17 reviews

The open-concept living space features a dining area with a wooden table and four chairs, complemented by a cozy living room furnished with comfortable seating. Large windows allow natural light to illuminate the space, and a wall-mounted television is positioned above a fireplace.

Home in Oakville

Gorgeous Getaway in Oakville

4.91 out of 5 average rating, 327 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

Chic King West Studio – TIFF & FIFA at Your Door

4.95 out of 5 average rating, 123 reviews

A modern kitchen area is presented with sleek white cabinetry and black appliances, complemented by a textured backsplash. A dining table with two black chairs sits invitingly, while greenery is introduced by a potted plant in the corner, enhancing the clean and contemporary design.

Home in Scarborough

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

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

Condo rentals with a pool

A softly lit bedroom features a spacious bed with a tufted headboard, complemented by white linens and decorative pillows. A bedside table with a lamp sits on one side, while a flat-screen TV is mounted on the wall. Natural light filters through sheer white curtains.

4.82 out of 5 average rating, 112 reviews

Lux Spacious 3 Beds w CN Tower View (Free Parking)

5 out of 5 average rating, 127 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

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.

4.96 out of 5 average rating, 140 reviews

Lux Waterfront Condo Pool Hot Tub Free 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.

4.89 out of 5 average rating, 874 reviews

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

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

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, 309 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

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.

4.99 out of 5 average rating, 153 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

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.

4.92 out of 5 average rating, 123 reviews

Studio by Lake -Close to Central Airport & Station

Other vacation rentals with a pool

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, 110 reviews

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

The balcony offers panoramic views of the Toronto skyline, prominently featuring the CN Tower. Surrounding buildings reflect the urban landscape, while a clear sky enhances the scene. The glass railing extends along the edge, providing an unobstructed perspective of the vibrant city below.

4.98 out of 5 average rating, 47 reviews

Condo in Downtown Toronto w/ Lake & CN Tower View

4.71 out of 5 average rating, 7 reviews

Modern 2BR/2BA Condo|Walk to SquareOne+Free Parkng

Apartment in Entertainment District

4.94 out of 5 average rating, 49 reviews

CN Tower View 4BD Penthouse+Rogers Centre+Parking

A modern living area is depicted, featuring a plush sectional sofa adorned with decorative cushions. A round coffee table is placed at the center, accompanied by a media console holding a flat-screen television. Natural light filters through floor-to-ceiling sheer curtains, highlighting the space.

4.83 out of 5 average rating, 6 reviews

Stylish 2BR Suite by Square One

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.

4.97 out of 5 average rating, 31 reviews

Excellent Toronto view

The living area features a comfortable sofa and a modern coffee table, with a decorative plant nearby. A fireplace television is mounted on the wall, adding warmth to the space. In the background, the kitchen and dining area are visible, showcasing bar stools and stylish lighting.

4.77 out of 5 average rating, 13 reviews

Chic condo walk to Sq1 - Prkng incld.

A comfortable bedroom features a queen bed with a patterned duvet and matching pillows. A bedside lamp provides soft illumination next to a modern chair, while large windows allow natural light to fill the space, showcasing city views through sheer curtains.