Vacation rentals with a pool in Mississauga

4.95 out of 5 average rating, 105 reviews

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

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!

Guest suite in Orangeville

This inviting bedroom features a spacious bed adorned with soft linens and a textured throw. A large armoire stands alongside, complemented by decorative plants and soft lighting. Natural light is welcomed through an adjacent glass door leading to a private entrance.

4.92 out of 5 average rating, 771 reviews

HotTub & Pool Getaway - Headwaters Retreat

Escape to our rustic-modern Queen Suite, perfect for your getaway. Relax in the private hot tub right outside your door, unwind by the fireplace & enjoy Netflix & Amazon TV. This cozy retreat features a private entrance, ensuite bathroom, and a second bedroom with twin beds. Steps from scenic hiking trails, minutes from the town center, your stay is ideal for outdoor adventures, wine tours, weddings, work trips or just quiet escape away. Book now for your ultimate getaway in comfort and nature!

4.95 out of 5 average rating, 121 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.

Guest suite in Lorne Park

A residential backyard features a swimming pool with crystal-clear water, accompanied by a diving board. Lounge chairs are positioned nearby, and a deck area with sliding doors complements the brick exterior of the house. A sliding water slide adds to the recreational space.

4.92 out of 5 average rating, 156 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.

4.88 out of 5 average rating, 49 reviews

The living area is designed with modern furnishings, featuring a gray sofa paired with two bright red chairs. A round coffee table is set with decorative items, including a plant. A painting above the sofa adds a pop of color, while natural light filters through the large windows.

Apartment in Mississauga

Modern 1 Bed Condo Mississauga

Welcome, new, stylish condo in the heart of Mississauga! This 1Bed/1Bath unit offers a cozy and convenient stay, perfect for both business and leisure travelers. Centrally located in Mississauga, you'll be close to public transport, shopping malls, restaurants, and major highways, making it easy to explore the city. The bedroom features a queen-sized bed. Smart TV and high-speed internet, perfect for relaxing or working remotely. Private Balcony to enjoy the city views. One parking spot.

4.99 out of 5 average rating, 148 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

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

5 out of 5 average rating, 55 reviews

A serene view captures a modern two-story structure surrounded by lush greenery. The inviting backyard features a manicured lawn, decorative shrubs, and a patio area. A sparkling in-ground pool reflects the clear sky, with a pool ladder leading into the water.

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.

Cabin in Rural Flamborough

A serene outdoor space features a fenced rectangular pool surrounded by lush greenery. Lighting along the fence enhances the evening ambiance. A small play structure stands nearby, and various plants add color to the garden area, inviting relaxation and enjoyment.

4.98 out of 5 average rating, 144 reviews

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.

4.88 out of 5 average rating, 107 reviews

A serene outdoor pool area is surrounded by neatly arranged lounge chairs and greenery. The clear blue water invites relaxation under a partly cloudy sky, while modern buildings are visible in the distance. An umbrella provides shade at one edge of the pool.

Loft in Etobicoke

Beautifully Updated 2 Storey Condo w/ outdoor pool

Don't miss this perfectly located, 2 storey corner suite! Fully upgraded with a modern appeal. Steps away from Lake Ontario, 15 Minutes away from YYZ & DT Toronto (traffic varies) ! Enjoy peaceful amenities such as outdoor pool, sauna rooms & patio. Gym. Restaurants, grocery stores, Pharmacy, LCBO all within a 5 minute drive away & walking distance. **No parties permitted 1 Free parking with unit!

4.84 out of 5 average rating, 269 reviews

A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

Condo in Mississauga

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

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.

4.83 out of 5 average rating, 156 reviews

A spacious backyard features a sun-drenched inground pool surrounded by a stone patio and mature perennial gardens. A cozy seating area is positioned next to the pool, while a charming shed and upper deck are visible in the background, enhancing the outdoor retreat.

Apartment in Milton

Backyard Oasis Guesthouse.

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.

4.93 out of 5 average rating, 81 reviews

A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.

Apartment in Mississauga

Condo in Heart of Mississauga

Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

Vacation rentals for every style

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Popular amenities for Mississauga rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 25 reviews

A heated swimming pool is surrounded by a landscaped area featuring rocks and blooming hydrangeas. The pool is framed by a smooth patio, and a lush green lawn is seen in the background, providing a serene outdoor setting.

Home in Mississauga

Luxury House with a Bright Sunroom & a heated pool

MargieRating, 5 stars1 week ago

A perfect spot for a large group! The pool was great and the common space was large and comfortable! Bedrooms were good size and beds were comfy! Our host was gracious and even brought a birthday cake for my husband. Would definitely stay again!

5 out of 5 average rating, 13 reviews

Home in North York

Award Winning Luxury Home with Heated Pool + Sauna

OnyxRating, 5 stars3 weeks ago

My group and I truly loved this home ! It was quiet and in the perfect area for us! We will definitely be back!

5 out of 5 average rating, 11 reviews

A spacious living area features a variety of seating options including a large wrap-around couch and sectional. Natural light floods through expansive windows overlooking greenery. A stylish coffee table sits at the center, complemented by colorful accent pillows and modern artwork adorning the walls.

Home in Mississauga

Luxe 5 Bed Home w/ Pool | Easy Access to GTA

DmitriyRating, 5 stars3 weeks ago

Absolutely amazing house, we loved our stay there it’s great for everyone, for kids plenty of toys and books and all sort of other things. For adults there is a gym, great playground, deck, lots of bathroom and bedrooms. Overall everyone was. Wry impressed with the house and convenient location. Host was great and very accommodating.

4.87 out of 5 average rating, 46 reviews

Home in Mimico-Queensway

private backyard SPA oasis in Toronto

WadeRating, 5 stars2 weeks ago

Awesome 👌 property with above average amenities and spa style options available; the hotubs alone were top notch, clean, hot and easy to use. The house itself was beautiful, well laid out and very clean. anither great property if anyone is looking to be in the mix of it all plus having the extras in your own back yard.

5 out of 5 average rating, 17 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

SallyRating, 5 stars10 months ago

We had a wonderful 11 day stay at Caitlin’s. Extremely well appointed in terms of comfort and amenities (you could quite easily just enjoy the beautiful backyard and stay home). House was very spacious and, if you are travelling with children, Caitlin had lots of games, books and toys for their entertainment. As a multigenerational group we all enjoyed our stay and very much hope we can return very soon. Caitlin is an excellent host who takes her guests’ needs and comfort very seriously.

5 out of 5 average rating, 13 reviews

A scenic view of a private pool surrounded by lush greenery. The pool features natural stone edging and is complemented by colorful landscaping, with tall trees providing a serene backdrop during fall.

Home in Cooksville

The Retreat

Andrei Rating, 5 stars10 months ago

My family and I had the pleasure of staying here for two weeks recently, and we loved our time here. The interior design of this house is stunning and creates a very cozy and relaxing vibe as the light pours in through the many skylights. The kitchen is a chef’s dream while the outdoor space, bbq and patio sections are perfect for a summer family gathering. Taking a dip in the lagoon shaped pool while looking up at the forrest canopy makes you feel like you’re at a remote cottage. Highly recommended!

4.91 out of 5 average rating, 305 reviews

The exterior of a Victorian-style home is framed by lush greenery. The exposed brick facade is complemented by vertical vines climbing the walls. Windows with white trim are positioned symmetrically, allowing natural light to enhance the inviting appearance of the house.

Home in Niagara

King West Victorian Studio Gem

TamerRating, 5 stars6 days ago

It was great to stay at Kathleen's. The place is very spacious and perfect for a one person or a couple. The location is very close to a lot of nice restaurants, coffee shops, bars, and a lot more. I like the neighborhood a lot. In the summer, you can also enjoy the park right across the street. The place was very clean, and Kathleen was a great communicator - on top of everything. It really felt like home. I stayed there for one month as I was in between places and honestly I wish I could have stayed more.

5 out of 5 average rating, 10 reviews

Home in Port Credit

Oakwood Haven

DianeRating, 5 stars8 months ago

The house was beautiful, clean with lots of space and facilities. It's located a few houses up from the lake, and a very short walk from a park, shops and restaurants in Port Credit. The neighbourhood is quiet and felt very safe at night. It's around a 15 minute walk to the train station to get to down town Toronto within 30 minutes. The host was very helpful and available on messages and was flexible with check in/out which helped having later flights!

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Condo rentals with a pool

Condo in Davisville Village

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.

4.85 out of 5 average rating, 106 reviews

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

NhatRating, 5 stars1 day ago

Great location, the place is clean and the host is very responsive.

5 out of 5 average rating, 86 reviews

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 North York

The Penty: Luxurious Penthouse with Pool, Hot Tub

Lilia SaloméRating, 5 stars1 week ago

Amazing place, besides the location, the apartment was very nice to enjoy Robert was very helpful and responded fast

4.98 out of 5 average rating, 192 reviews

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

Stylish Downtown Toronto Condo with Free Parking

NickRating, 5 stars1 week ago

Great place and location. As described, no issues and responsive host.

Condo in Downtown Toronto

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, 245 reviews

Chic, High-Rise Apartment with CN Tower Views

KevinRating, 5 stars2 weeks ago

We were in town to attend a couple Jays games and see DT Toronto. This location was great for both. Also easy access to Union station. Condo was just right for us.

4.88 out of 5 average rating, 139 reviews

A modern living space features a dark gray sofa adorned with two textured pillows. Above the sofa, a large black and white cityscape photograph complements the stylish decor. A light fixture with a circular design illuminates the area, creating a welcoming ambiance.

Condo in Fort York

Lakeside Downtown Condo for upto 4 ppl

ChloeRating, 5 stars1 month ago

Get stay! The Airbnb was close to everything and the hosts were so helpful. Check in was super easy, instructions were sent well in advance - they were so detailed we had no trouble or questions. Would definitely stay again!! Thank you for lending us your home for the weekend!

Condo in Downtown Toronto

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.

4.92 out of 5 average rating, 278 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

AdriRating, 5 stars1 day ago

Place was within walking distance of so many things. Place was clean and well taken care of. Host was responsive to questions we had.

4.98 out of 5 average rating, 121 reviews

An indoor pool area is illuminated by natural light streaming through large floor-to-ceiling windows. The pool features a shallow section marked clearly, with lounge seating visible nearby for relaxation. Fresh greenery can be seen outside, enhancing the tranquil environment.

Condo in Fort York

Artsy and Comfy Home with a View

YomiRating, 5 stars1 week ago

Great Location if you're visiting the city close to everything downtown. Great view as well being on the 20th floor. Very clean apartment. The host used white sheets, pillowcases and towels which is always a plus in my opinion. Free parking was a HUGE plus for me (Parked my car and walked everywhere). I would definitely stay again and would recommend to anyone.