Vacation rentals with a pool in Downtown Toronto, Old Toronto

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Downtown Toronto, Old Toronto

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, 140 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 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

5 out of 5 average rating, 47 reviews

Bright and Airy Guest Suite with Pool and Sauna

Large windows, high ceilings, fresh modern decor 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. Pool is closed for season. Will re-open May 20, 2025.

Guest favorite

Home in Clarkson

4.92 out of 5 average rating, 37 reviews

Carrera Cove - Spacious 3BR - 5 Mins to Go Train

Please note the pool will be closed from September 19th onwards until next June. Welcome to our relaxing oasis just a few minutes drive from the lake, featuring: ✓ 3 Luxurious & bright bedrooms ✓ Full kitchen: oven, stove, dishwasher, microwave + all essentials ✓ Pool + floats & toys ✓ BBQ ✓ Outdoor patio furniture + sun loungers ✓ Spacious workout & yoga space ✓ In-unit washer & dryer ✓ Fast, whole-home Wi-Fi ✓ Free parking available Relax, unwind and stay in comfort at our staycation home.

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

4.95 out of 5 average rating, 111 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

Villa in North York

5 out of 5 average rating, 11 reviews

Award Winning Luxury Home with Heated Pool + Sauna

Winner of the 2023 RESA Home Staging Industry Award, my house was professionally designed to ensure my guests have a 5-star atmosphere to enjoy their stay. It has 3 bedrooms with 4 beds total, as well as 3.5 bathrooms and a sauna. It is fully equipped with everything you'll need including comfortable Fairmont Royal beds, high-speed WiFi, several 4K TV's, spacious rooms and a large backyard in a ravine lot. It has been recently renovated and has a brand new deck to relax on by the pool.

Superhost

A spacious outdoor pool is surrounded by lush greenery and tall trees. The water reflects soft sunlight, creating a calming atmosphere. Flower beds line the perimeter, adding color to the serene setting near Lake Ontario.

Home in Scarborough

4.94 out of 5 average rating, 16 reviews

Lakeview Cottage in the City with Pool

Cottage in the City with gorgeous Lake Ontario view, specious land for 50 people with pool within a safe city area. A cottage in the city is a rare and delightful find, a tranquil oasis amidst the hustle and bustle of urban life. Cottage in the City is located 5 minutes away from the Beaches Area where you can find delicious ice cream, multiple restaurants, and local stores and 20 minutes away from downtown Toronto, CN Tower, and the Distillery district. Parking for 4 cars is available.

Guest favorite

A heated pool occupies the center of the outdoor space, surrounded by lush greenery and trees. A sleek pool edge contrasts with the vibrant blue water. A comfortable hanging chair is positioned nearby on the patio, providing a tranquil view of the natural setting.

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.

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.

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!