
Holiday rentals with a pool in Mississauga
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Mississauga
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Luxury CN Tower and Lake View Penthouse Sleeps 10
Experience luxury in our 41st-floor penthouse at 300 Front St W, Toronto. Steps from the CN Tower, this 2 Bedroom + Large Den (3rd Bedroom) offers stunning CITY, LAKE & SUNSET VIEWS. This beautiful apartment features a wrap-around balcony, 5 beds including a king bed, queen sofa bed, and a fully stocked kitchen. Enjoy CN Tower views from every bedroom, 100% Egyptian cotton linens & 4K Ultra HD TVs. Starbucks, a gym and an outdoor rooftop pool with exceptional views. Perfect for up to 10 guests.

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.

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

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.

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 .

The Trails Retreat (Private Cabin)
Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

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.

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.

Luxury 2BR Condo w/ Skyline Views & Balcony
Some places you stay — this one you remember. Fully renovated corner unit high above the city with panoramic skyline views toward Lake Ontario. Bright, sun-filled space with a private balcony for golden-hour sunsets. Steps to Square One. Fast WiFi, Smart TV, free parking, in-unit laundry, gym & pool. Perfect for families, business & longer stays. ⚽ FIFA World Cup 2026? BMO Field is 30 min away. Limited June dates. ⭐ Top-rated stay with 155+ reviews — book with confidence

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.

Sky-High 2BR/2BA Condo | Best City Views+Parking
Enjoy a comfortable stay in this modern 2-bedroom, 2-bath condo on a high floor with stunning city views. Bright and thoughtfully furnished, the space features a fully equipped kitchen, cozy living area, and large windows showcasing the skyline day and night. Conveniently located near transit, dining, and shopping, this high-rise home offers the perfect combination of comfort, views, and city access for a memorable stay.

Backyard Oasis Guesthouse.
POOL IS OPEN 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.
Popular amenities for Mississauga rentals with a pool
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool

Ravine Paradise ! heated pool and hot tub!

Comfortable &Stylish 4BD Stay Near Toronto Airport

Chic King West Studio – FIFA at Your Door

Oakwood Haven

Cozy Country Spring Getaway | HotTub + Fire Pit

The Serenity Home Pool/Yoga/Game Room by the Lake

Private Pool Lakeview House
Apartment rentals with a pool

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

Beautiful Condo Across CN Tower and MTCC

Walk to FIFA World Cup /Parking/ Sleeps 4/ Balcony

Waterfront Condo with Pool/Hot Tub/Free Parking/BMO Field

Humber Bay Family Friendly condo w Terrace&Parking

Stylish Condo | Walk to BMO Field + Free Parking

Beautiful Lake View Studio Condo + 1 free Parking

Toronto CN Tower 2 Bed 2 B w Master King w Parking
Other holiday rentals with a pool

Luxury Palgrave Cottage w/ pool on 3 acres

20th Floor Condo w/ Celebration Square Views

Entire Condo Lakeview Luxury Escape – Toronto

Seraya Wellness Retreat

Vacation Spa Retreat! Sauna, pool, gym

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

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

Stellar Humber Bay 2BD/2BTH Large Patio & Parking
When is the best time to visit Mississauga?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $139 SGD | $144 SGD | $157 SGD | $146 SGD | $160 SGD | $176 SGD | $185 SGD | $190 SGD | $176 SGD | $160 SGD | $152 SGD | $147 SGD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals with a pool in Mississauga

Total holiday rentals
Explore 3,340 holiday rentals in Mississauga

Nightly prices starting at
Mississauga holiday rentals start at $13 SGD per night before taxes and fees

Verified guest reviews
Over 81,450 verified reviews to help you choose

Family-friendly holiday rentals
1,320 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 790 rentals that welcome pets

Rentals with dedicated workspaces
1,870 properties have a dedicated workspace

Wifi availability
3,270 of Mississauga holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Mississauga rentals

4.8 Average rating
Mississauga stays are highly rated by guests – averaging 4.8 out of 5!

Nearby attractions
Mississauga’s top spots include CN Tower, Rogers Centre and Toronto Eaton Centre
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Distillery District
- Nike Square One Shopping Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Trinity Bellwoods Park
- Niagara Falls State Park
- Downsview Park
- Financial District
- Wilfrid Laurier University
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- York University
- Things to do Mississauga
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- Sightseeing Mississauga
- Food and drink Mississauga
- Nature and outdoors Mississauga
- Art and culture Mississauga
- Sports activities Mississauga
- Things to do Peel
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