Vacation rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Scarborough

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

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.

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, 113 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.

Top guest favorite

An oval heated pool is set in a grassy outdoor area, surrounded by a wooden fence that offers privacy. The sparkling blue water invites relaxation and enjoyment, providing a perfect spot for leisure days.

Home in Central Etobicoke

5 out of 5 average rating, 10 reviews

Luxe Haven Heated Pool Sauna Gym

Welcome to our luxurious 4-bedroom estate, perfect for families, friends, or couples. Enjoy a heated pool, private gym, and sauna for ultimate relaxation. Unwind in premium massage chairs and cook in the gourmet kitchen with high-end appliances. Elegant living spaces, high-speed Wi-Fi, smart TVs, and a state-of-the-art sound system ensure comfort and entertainment. Fresh linens, towels, and toiletries are provided .This luxurious retreat is more than just a place to stay – it's an experience.

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.

Guest favorite

The backyard features a spacious saltwater pool with a shallow end, surrounded by a stone patio. Several lounge chairs are positioned nearby, and colorful flowers decorate the wooden support posts of the house. The property has multiple covered balconies and steps leading up to the house.

Home in Hampton

5 out of 5 average rating, 7 reviews

Enniskillen Vacation Home Retreat!

Located in a sought after community, this attractive modern home is situated on 3/4 acre surrounded by farmland and estate homes. Explore the area with tons to do! Conveniently 5min from 407, an hour east of Toronto, 10min from Canadian Tire Motorsport Park, 5min from Cedar Park (waterpark) 20min to Brimacombe Ski Hill & Ganaraska Forest, with many ATV, snowmobile, mountain biking and walking trails close. “Pack your bags and get ready for a memorable, stress-free stay at our retreat”

Guest favorite

A serene bedroom showcases a spacious bed dressed in soft white linens, complemented by two decorative pillows. Flanking the bed are round lamps providing gentle illumination. A piece of modern artwork is prominently displayed above the headboard. Natural light filters through a large window, enhancing the peaceful ambiance.

Guest suite in Mississauga

4.99 out of 5 average rating, 139 reviews

Modern Luxe Flat • Near YYZ Airport & Downtown T.O

MSG FOR DIRECT RATES Welcome to this modern and inviting 1 bed, 1 bath unit that boasts a bright and spacious atmosphere. With an open concept layout, this unit is designed to maximize both comfort and functionality. Located above ground, this unit receives an abundance of natural light that complements the modern aesthetic. Nestled in a tranquil ravine setting, this apartment offers a unique & serene environment that combines the beauty of nature with the comfort of modern living.

Guest favorite

An outdoor pool is surrounded by a stone patio, featuring landscaping elements including flower beds and a small bush. Seating options are provided by chairs placed around the pool area, and a decorative birdbath is visible nearby.

Home in Port Perry

4.93 out of 5 average rating, 218 reviews

Home away from home with a hot tub and pool

This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

Top guest favorite

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

5 out of 5 average rating, 17 reviews

Family Oasis with Pool and Hot Tub

Bring the whole family to this great place with lots of room for fun. Enjoy the private backyard with a fenced in pool, trampoline, hot tub, outdoor has fire pit and sitting area. Private parking for two cars. Lots of space to spread out and enjoy. 2 family rooms with tvs, access to laundry, huge kitchen, and large dinning room for family dinners. Family friendly neighbourhood. Restaurants and shopping nearby. Backyard is private and exclusive to you only.

Superhost

Home in Pickering

4.85 out of 5 average rating, 46 reviews

Toronto Vacation DecemberPromotion/Park/Zoo/Casino

Welcome to our newly renovated 4-bedroom home. This spacious and stylish accommodation offers both a living room and a family room for your comfort and convenience. Dive into relaxation with access to our private heated pool. We take pride in upholding high cleanliness standers to ensure your stay is comfortable and enjoyable. Whether you’re here for a family getaway or a group retreat, our home provides the perfect blend of comfort and convenience.

Guest favorite

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

4.83 out of 5 average rating, 144 reviews

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. NOTE:POOL IS CLOSED FOR THE SEASON

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!