Vacation 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.

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Guest favorite

The rooftop pool offers stunning views of the CN Tower against a clear blue sky. Surrounding glass structures reflect the sunlight, creating a modern and inviting atmosphere. Lounge chairs are positioned around the pool, providing space for relaxation while enjoying the city skyline.

Apartment in Downtown Toronto

4.96 out of 5 average rating, 45 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

The most exclusive condo where you can set the vibe by changing all the lights to your favourite colour. The perfect getaway and a home away from home. Immerse yourself in this two bedroom, two washroom Airbnb, with the perfect view of the CN Tower, lake and city skyline from the private balcony. Enjoy one of the only rooftop pools/terrace with unparalleled views of the city and cabanas/sun beds available to all guests, with everything you need to make your stay exceptional. Best location in TO

Superhost

Home in Aldershot

4.85 out of 5 average rating, 40 reviews

Four seasons Pool Retreat

6 bedrooms, 4 washrooms, pool, large, kitchen and family room. Mins from lake, restaurants, shopping, bars, cafes and so much more. Central, yet quiet neighbourhood. Relax and Enjoy our indoor pool available year long. Fully equipped kitchen and family room perfect for a large family. Comfortably sleep in our high-end mattresses in a thought-through decorated home. Hosting has been my passion. Super host 6 years in a row we plan to offer you the same comfort we have provided guests over years

Top guest favorite

A private heated pool is framed by stone tiles and lush greenery, reflecting sunlight. Large glass doors lead into the home, enhancing the outdoor connection. Seating areas are available nearby, surrounded by natural landscaping and elevated steps leading to the indoor space.

Home in The Beaches

4.99 out of 5 average rating, 143 reviews

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. 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 (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favorite

Home in Aldershot

4.93 out of 5 average rating, 29 reviews

Holiday Retreat with Pool

This unique place has a style all its own. Minutes from lake, steps from restaurants, shopping, bars, cafes and so much more. Central, yet quiet neighbourhood. Relax and Enjoy our large backyard and the pool with family. Our fully equipped kitchen and kitchenette for a large family. Comfortably sleep in our high-end mattresses in a thought-through decorated home. Hosting has been my passion. Super host 6 years in a row we plan to offer you the same comfort we have provided guests over years!

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

4.96 out of 5 average rating, 114 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 favorite

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.

Guest suite in Lorne Park

4.92 out of 5 average rating, 153 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.

Superhost

A clear blue pool is surrounded by neatly arranged lounge chairs and red umbrellas. Lush greenery provides a natural backdrop, creating a private and tranquil setting. Steps lead into the pool, enhancing accessibility for guests enjoying the outdoor space.

Bungalow in Burlington

4.75 out of 5 average rating, 118 reviews

Sleeps 12 ADULT private hot tub pool Walk to Lake

Max 12 ADULTS* - Price varies with # of guests*. (Add correct # for price accuracy.) - Cottage Vibe, Cozy, secluded - POOL June to October - HOT TUB open all year - Ping pong/pool table - AC/furnace. NEW! - BBQ + fuel - Private entrance - Short walk to the lake - Towels: Provided (guests bring beach towels). *ADULTS ONLY. Unfenced pool = RISK to toddlers/non-swimmers. **No parties, events, unregistered guests. ** Pool & Hot Tub close @ 10:30 PM NALOXONE kit avail.

Guest favorite

An aerial view captures the villa nestled among lush greenery, showcasing a saltwater pool surrounded by lounge chairs. The structured layout of the property is visible alongside the landscaped backyard, offering a serene outdoor space for relaxation.

Villa in Niagara-on-the-Lake

4.86 out of 5 average rating, 131 reviews

Bright & Beautiful Villa with Pool

"The Shakespeare" blends modern and Scandinavian elegance, comfortably hosting 8 guests with thoughtfully spaced bedrooms for privacy, bright, open-concept living, and a saltwater pool in a secluded backyard. This villa is the perfect haven for a peaceful retreat with easy access to attractions, a short walk from Lake Ontario's sunsets, near the quaint downtown and top wineries, and 20 minutes from Niagara Falls. * Pool open mid-May -September License # 052-2022

Guest favorite

A spacious backyard oasis is highlighted, featuring a heated in-ground pool surrounded by lush greenery. Comfortable seating is arranged on the patio, complemented by umbrellas for shade. The warm colors of the sunset are reflected in the sky, enhancing the serene atmosphere of the space.

Home in Niagara-on-the-Lake

4.95 out of 5 average rating, 100 reviews

Winery Escape Oasis | Pool | Hot Tub | BBQ | Bar

Don't delay on booking your next winery escape trip to Niagara-on-the-Lake! Our luxury 3 bedroom home has an incredible fully fenced backyard oasis including a heated in-ground pool (open May- end of September), hot tub, gas BBQ and a charcoal grill, outdoor dining, sun loungers, and more! Whether you're travelling with family or friends for a fun trip, our home will be the perfect choice and include everything you'll need. We look forward to hosting you soon!

Top guest favorite

A spacious swimming pool is surrounded by a solid stone deck. The water glimmers under sunlight, reflecting the clear sky above. Lounge chairs are positioned nearby, with a shaded area visible in the background. The setting invites relaxation and leisure.

Bungalow in Hamilton Beach

4.94 out of 5 average rating, 157 reviews

Lakefront. Pool. Beach. Fire-pit.

A PERFECT COMBINATION OF LOCATION, LUXURY AND LIFESTYLE. This unique, self contained Studio is only steps from the beach and the beach trail. Enjoy unforgettable beach sunrises. This exclusive beach-sand-bar community is centrally located between Toronto and Niagara. It's a hop, skip & a jump to world renowned restaurants, art crawls, fashion, theatre, culture & more. ADULTS ONLY (21>). Long weekends have a 3 night min.

Guest favorite

Home in North York

4.91 out of 5 average rating, 68 reviews

Toronto Pool Retreat

Experience prestige and privacy in our spacious, well-maintained family home. Enjoy resort-like living with a private yard featuring an inviting pool, hot tub, and large deck. Plus, indulge in additional entertainment options like air hockey and ping pong. Perfect for entertaining! Steps away from ravines, parks, and nature trails, plus easy access to amenities and transportation. Your ideal Toronto getaway awaits!

Superhost

An aerial view captures the bungalow surrounded by a spacious interlocked patio, featuring a large private pool. The deck, furnished with seating, provides a relaxing area. Soft lighting outlines the backyard, enhancing the outdoor space for evening enjoyment.

Home in Ajax

4.87 out of 5 average rating, 15 reviews

Luxurious house with private Pool

Enjoy Luxury Living in detached bungalow with 3 bedroom 1.5 washroom. Sitting on a Massive 50 Ft. Wide Lot with Fully Interlocked Resort Style Backyard Featuring Huge private Pool(closed mid September- end of May)along with Deck Prime Neighborhood of Ajax, 1.5km from Serene Ajax Lakefront 800 Mts from grocery store, convinience stores and restaurants 500 mts from Lush Parks and 4.5 km from Ajax Go Station