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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, 210 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, 795 reviews

Hot Tub Fall Colours 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, 158 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, 141 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, 325 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

4.9 out of 5 average rating, 125 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, 108 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 modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

Condo in Mississauga

4.84 out of 5 average rating, 284 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

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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Luxurious estates for the ultimate escape

Popular amenities for Peel Region rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

The exterior of the estate features a striking stone facade with large, arched windows that provide ample natural light. A grand entrance is highlighted by a solid black door, flanked by elegant sidelights. The driveway leads to two spacious garage doors below a charming roofline.

Home in Toronto

5 out of 5 average rating, 26 reviews

Luxe Haven Heated Pool Sauna Gym

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

Top guest favorite

An outdoor space features a spa-inspired pool with connected Jacuzzi, surrounded by lounge chairs and an umbrella. A large gazebo housing a dining area is visible, along with landscaped greenery and a clear blue sky enhancing the serene environment.

Home in Toronto

5 out of 5 average rating, 10 reviews

Luxury Spa Escape with Pool & Jacuzzi

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

Home in Toronto

5 out of 5 average rating, 19 reviews

Luxe, Family-Friendly Oasis Home With Outdoor Pool

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 bright living area is highlighted by large windows bathing the space in natural light. A spacious white sectional sofa faces a minimalist fireplace, while a light wood table sits nearby. A fitness bike is positioned in the corner, adding to the functional design.

Home in Mississauga

4.94 out of 5 average rating, 17 reviews

The Retreat

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, 122 reviews

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

Condo rentals with a pool

A panoramic balcony view reveals the iconic CN Tower alongside city skyline reflections on a modern glass building. Red outdoor seating provides a contemporary touch, surrounded by a spacious tile floor that invites relaxation amidst the urban landscape.

Condo in Toronto

4.88 out of 5 average rating, 141 reviews

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

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 light-colored sofa is positioned in the foreground, adorned with plush, textured pillows. The modern kitchen in the background features white cabinetry, stainless steel appliances, and a central island topped with decorative items, creating a fresh and inviting space.

Condo in Toronto

4.87 out of 5 average rating, 135 reviews

Luxury Condo with FreeParking. CN Tower Lake View

A spacious living area is highlighted by a plush couch adorned with throw pillows and a soft blanket. A modern coffee table has a wooden tray atop it. Art is displayed on the walls, and a leafy plant is positioned beside a light source.

Condo in Toronto

4.97 out of 5 average rating, 257 reviews

Chic, High-Rise Apartment with CN Tower Views

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

Condo in Toronto

4.89 out of 5 average rating, 109 reviews

Spacious And Sun Filled, Modern

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

4.72 out of 5 average rating, 25 reviews

Luxury Condo Downtown SquareOne W/ King Bed/Office

A bright bedroom features a spacious bed with a textured white quilt. A large mirror reflects a view of the outside, while a tall green plant adds a touch of nature. Simple furnishings include a sleek nightstand beside the bed.

Condo in Toronto

4.96 out of 5 average rating, 24 reviews

Cityscape Oasis w/ Private Patio & Parking

Top guest favorite

A welcoming entryway features a stone staircase leading to a pair of wooden double doors. Flanking the entrance, potted plants add greenery, while large windows provide views of the surrounding yard. The roof is tiled, and a well-maintained lawn adds to the home's appeal.

Place to stay in Toronto

4.93 out of 5 average rating, 73 reviews

The Snug Oasis - Burrow (Near Airport)

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, 148 reviews

Luxury 2BDR modern private condo in Toronto

Apartment in Mississauga

4.83 out of 5 average rating, 23 reviews

Skyline Bliss Penthouse, Gym, Pool, Sauna Access

The living area is designed with modern furnishings, featuring a gray sofa paired with two bright red chairs. A round coffee table is set with decorative items, including a plant. A painting above the sofa adds a pop of color, while natural light filters through the large windows.

Apartment in Mississauga

4.85 out of 5 average rating, 72 reviews

Modern 1 Bed Condo Mississauga

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

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