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Vacation rentals with a pool in Peel Region

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Peel Region

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

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 Toronto

4.98 out of 5 average rating, 209 reviews

Stylish Downtown Toronto Condo with Free Parking

Experience downtown Toronto in a stylish condo! Start your day in a bright kitchen & enjoy coffee on the balcony. Relax with Netflix after exploring the city. Walk to CN Tower, Rogers Centre, Ripley’s Aquarium, Exhibition Place, restaurants & waterfront. Full kitchen, Keurig, 2 desks for work. Building features pool, hot tub, sauna, gym, seasonal rooftop BBQ, free parking & self check-in. Discounts on stays of 7+ nights & non-refundable bookings. Book your unforgettable Toronto getaway today!

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.

Guest suite in Orangeville

4.92 out of 5 average rating, 794 reviews

Cozy Fall HotTub 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!

Top guest favorite

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 Toronto

4.99 out of 5 average rating, 156 reviews

Ask re: FALL Specials-Heated Pool-tub Open 365 Day

Ask about FALL BONUS NIGHTS: BOOK 2 nights-get 3rd for free: Located right by the lake. HEATED private pool and spa. OPEN 365 days- EVEN IN WINTER !! Explore local shops on Queens St. 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

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

4.94 out of 5 average rating, 140 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.

A private terrace is featured, furnished with a metal dining table and four chairs, facing a stunning view of the skyline. The horizon displays a gradient of colors as the sun sets, enhancing the peaceful ambiance of the high-rise setting.

Condo in Etobicoke

4.82 out of 5 average rating, 133 reviews

Modern High-Rise 2 Bedroom Apr. With 400sf Terrace

A bright 2 bedroom apt. in a high-rise building with a spacious, private terrace overlooking the breathtaking view of Toronto's skyline. Two full bathrooms, equipped kitchen, a large smart tv, washer and dryer, available free wifi, and many amenities including a cinema & party room. Provides quick access to highways 427 & 401. 8 mins drive to the airport, 5 mins walk to the bus stop, 5 mins drive to Sherway Gardens Mall, 15 min drive to downtown Toronto, and close to Kipling subway station.

Top guest favorite

A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.

Condo in Toronto

5 out of 5 average rating, 118 reviews

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

Top guest favorite

A spacious living area features light wood flooring and large windows allowing natural light to fill the space. A comfortable sectional couch is arranged with wooden chairs and tables. A ceiling fan offers a cooling breeze, while lush greenery is visible outside through the windows.

Guest suite in Mississauga

4.92 out of 5 average rating, 164 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.

Top guest favorite

A charming two-story cabin is nestled among lush greenery, with a pathway leading to the entrance. Tall trees and well-maintained hedges surround the home, creating a sense of privacy. Soft sunlight illuminates the cabin, enhancing its rustic appeal.

4.95 out of 5 average rating, 324 reviews

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!

Top guest favorite

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

4.89 out of 5 average rating, 123 reviews

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.

Top guest favorite

4.97 out of 5 average rating, 106 reviews

Stylish 3BR | Hot Tub • Firepit • Cozy Fall Escape

Welcome to your relaxing escape in the heart of Alton—a cheerful and spacious 3-bedroom, 1.5-bathroom home backing onto the beautiful Credit River. Perfect for families, friend groups, wedding guests, or anyone craving peace, nature, and comfort. • Sleeps up to 8 guests comfortably • 3 cozy bedrooms (2 with private decks!) • 1.5 bathrooms • Fully equipped kitchen + BBQ patio for year-round grilling • Stylish living room with fireplace & smart TV • Fast Wi-Fi, workspace-friendly

A cozy sitting area is presented with a blue checkered sofa and a striped armchair, adorned with nautical-themed cushions. Light is provided by two lamps on either side, illuminating the artwork and rustic wooden beams above.

Guesthouse in Erin

4.96 out of 5 average rating, 133 reviews

The Captain's Cottage at Willow Pond

You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

A spacious living area features a modern light fixture and a comfortable sofa with decorative pillows. A coffee table rests on a patterned rug. Behind the seating area, an open kitchen is visible, showcasing dark cabinetry and contemporary bar stools.

Condo in Mississauga

4.87 out of 5 average rating, 234 reviews

🔥Charming 1 BR Condo🔥 Steps To Square One!👌

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.

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Popular amenities for Peel Region rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated swimming pool is nestled in a lush backyard, surrounded by vibrant greenery and mature trees. The pool features a diving board and is set against a backdrop of colorful plants, creating a serene outdoor retreat.

Home in Mississauga

4.94 out of 5 average rating, 36 reviews

Luxury House with a Bright Sunroom & a heated pool

A refreshing outdoor pool is surrounded by a wooden deck, offering ample lounge chairs for relaxation. Lush greenery frames the area, creating a serene atmosphere. The pool's clear turquoise water invites enjoyment, while the natural landscaping enhances the overall privacy of the space.

Home in Toronto

5 out of 5 average rating, 24 reviews

Award Winning Luxury Home with Heated Pool + Sauna

Home in Toronto

5 out of 5 average rating, 19 reviews

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Top guest favorite

The kitchen area features bamboo countertops with a double sink and a small tray holding kitchen items. A dining table is visible through large windows overlooking the garden, surrounded by green chairs and natural light.

Home in Toronto

5 out of 5 average rating, 27 reviews

Guest suite 10 min to subwy w kitchen FREE parking

A hot tub and swim spa are shown in a well-maintained outdoor area, surrounded by lush green privacy hedges. Nearby, a modern patio seating area features a table and comfortable couches, enhancing the outdoor relaxation space.

Home in Toronto

4.9 out of 5 average rating, 63 reviews

private backyard SPA oasis in Toronto

A modern outdoor space features a large in-ground pool with vibrant blue water. An elegant fire pit sits in the foreground, its flames flickering above reflective glass stones. Surrounding the pool, tall wooden fences provide privacy, complemented by outdoor chairs positioned nearby.

Home in Toronto

4.95 out of 5 average rating, 121 reviews

Modern Designer Home w/ Pool Open Game Rm/Fire Pit

An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.

Home in Toronto

4.91 out of 5 average rating, 321 reviews

Victorian Charm – TIFF/FIFA Base in King West

A tranquil pool area is framed by a flagstone patio, featuring a covered BBQ station and a poolside bar. Lounge chairs are arranged around the pool, with a shaded space visible nearby. Lush greenery and a clear sky complement the inviting outdoor setting.

Home in Mississauga

4.89 out of 5 average rating, 19 reviews

Oakwood Haven

Condo rentals with a pool

Condo in Toronto

4.84 out of 5 average rating, 114 reviews

Beautiful Skyline View Downtown Toronto

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

Condo in Toronto

4.97 out of 5 average rating, 133 reviews

Lux Waterfront Condo by Rogers -IndoorPool-Parking

A modern living room features a large sectional sofa with a sleek design, positioned near a floor-to-ceiling window. A flat-screen TV is placed on a low coffee table, while natural light fills the space, highlighting the surrounding urban landscape.

Condo in Mississauga

4.9 out of 5 average rating, 60 reviews

Mississauga Square One Condo

A balcony offers a view of the Toronto skyline, including several skyscrapers and the iconic CN Tower. A small round table and a chair are positioned near the railing, complementing the modern urban scene against a clear blue sky.

Condo in Toronto

4.83 out of 5 average rating, 239 reviews

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️

A comfortable living area features a sofa adorned with decorative cushions and two accent chairs. A cozy area rug with geometric patterns lies beneath, while a dining bar with seating for four is visible in the open-concept kitchen, complemented by stainless steel appliances.

Condo in Toronto

4.93 out of 5 average rating, 170 reviews

Large & Bright 2BR+Den in Midtown w/ Free Parking

A bright bedroom showcases a spacious bed with white linens and a textured blanket. A yellow accent pillow adds color. A bedside lamp and a framed artwork are positioned thoughtfully, while large windows provide panoramic views of the city.

Condo in Toronto

4.86 out of 5 average rating, 132 reviews

Luxury 1BR Executive Condo • Panoramic City Views

An open concept living area is illuminated by city lights, featuring large windows offering views of the CN Tower. A modern sofa sits beside a stylish wooden bar, while a flat-screen television is positioned against a sleek white console. The space is designed for relaxation and entertainment.

Condo in Toronto

4.85 out of 5 average rating, 273 reviews

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

A studio apartment is filled with natural light from large windows, presenting a view of the city skyline. A spacious bed is located next to a white sofa and two accent chairs. Green plants add a touch of nature to the modern interior.

Condo in Toronto

4.92 out of 5 average rating, 118 reviews

Studio by Lake -Close to Central Airport & Station

Other vacation rentals with a pool

A modern building entrance is visible, featuring large glass doors and an expansive overhang. The name '2 Anndale' is prominently displayed above the entrance. Smooth concrete steps lead up to the door, surrounded by neatly maintained greenery.

Condo in North York,

4.97 out of 5 average rating, 58 reviews

1 Bedroom Suite

An open-concept living area is showcased with ample natural light from large windows. A comfortable sofa with decorative cushions is paired with a light-colored coffee table. The modern kitchen features sleek countertops and stainless steel appliances, complemented by high stools at the breakfast bar.

Apartment in Mississauga

4.79 out of 5 average rating, 24 reviews

Luxury Condo Downtown SquareOne W/ King Bed/Office

An open-concept living area features a modern kitchen with sleek cabinetry and stainless-steel appliances. A dining table is surrounded by stylish chairs, while a comfortable seating arrangement is complemented by a patterned area rug. Natural light floods the space through large windows.

Apartment in Mississauga

4.55 out of 5 average rating, 11 reviews

2100sqf, 3BR Penthouse, Airport, Square One, Miss

The exterior of a modern condominium complex is captured under a bright blue sky with scattered clouds. Two tall glass towers reflect the sunlight, surrounded by landscaped greenery and trees along the pathway. A street is visible in the foreground.

Condo in Toronto

4.58 out of 5 average rating, 146 reviews

Luxury 2BDR modern private condo in Toronto

An antique cannon is displayed on a grassy area, featuring intricate detailing and large wooden wheels. It rests beside a large rock and is set against a backdrop of lush greenery, including coniferous trees and hosta plants.

Apartment in Caledon

4.94 out of 5 average rating, 52 reviews

Charming Studio Retreat • Heated Pool Available

Top guest favorite

Apartment in Toronto

5 out of 5 average rating, 12 reviews

Condo-mansion with large terrace

Top guest favorite

A living area features two brown leather sofas positioned near large windows, offering a view of the downtown skyline. A floor lamp stands beside a decorative bench, and two floral paintings adorn the wall, adding a touch of elegance to the modern space.

Condo in Toronto

5 out of 5 average rating, 63 reviews

Prime location • Amazing views • FREE parking

The image captures two high-rise buildings with a modern architectural design. Large glass windows reflect the sky, and spacious balconies are visible. The surrounding area appears open and well-maintained, suggesting a welcoming urban environment.

Condo in Mississauga

4.88 out of 5 average rating, 41 reviews

Luxury 2 bedroom + den full condo in Square One

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