Holiday rentals with a pool in Brampton

4.86 out of 5 average rating, 112 reviews

A light-filled bedroom features a spacious bed with a striped blue and gray comforter. A small area rug lies beneath the bed, while a large window offers views of the cityscape. Wall art with a monochrome design adds a decorative touch.

Flat in Fort York

Toronto's Perfect View Apartment

Beautiful apartment with a wonderful view! You will have an unobstructed observation of the Toronto's CN Tower, Yacht Club at the harbor, Toronto City Airport and lake Ontario. Fully equipped gym, swimming pool and roof top terrace. You will be minutes away from most city attractions as well as the Exhibition Place. Book now for an unforgettable stay! Please be sure to check my GuideBook for best selection of restaurants and local business discounts for my guests. Send your inquiry for any info!

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.

4.94 out of 5 average rating, 150 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.

5 out of 5 average rating, 126 reviews

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.

Apartment in Yorkdale

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

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.

4.9 out of 5 average rating, 61 reviews

Mississauga Square One Condo

We are located across from the Square One mall, city hall, the newly renovated library, the Living Arts center and near many restaurants. The keys to the condo are located in a lockbox at a house 10 min away by car. This stop is on the way from the airport to the condo. The building has many amenities like a gym, sauna, hot tub, and steam room. The 1-bedroom unit features a queen bed, Roku-enabled TV in the living room, fully-equipped kitchen and 1.5 bathrooms. Parking is included.

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.

4.9 out of 5 average rating, 130 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.

5 out of 5 average rating, 79 reviews

A backyard seating area is viewed, featuring a dark outdoor sectional couch with a black coffee table placed on a striped rug. Surrounding the heated saltwater pool are lounge chairs and lush greenery, creating a serene outdoor space.

Guest house in Brampton

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room 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.

A well-furnished living area is shown, featuring a dark leather couch, a round wooden coffee table, and a comfortable chair. A large flat-screen TV is positioned on a media console, while natural light enters through expansive windows, revealing a light-colored rug and decorative plants.

4.92 out of 5 average rating, 308 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

This Chic, Upscale Suite Is A Luxurious Home Base In The Heart Of Toronto's Entertainment District. The Perfect Location If Attending The Toronto International Film Festival (TIFF), And Just Steps To Nearby Venues, such as CN Tower, Rogers Centre, Subways, Restaurants, Shopping, Metro Toronto Convention Centre And Lake Ontario. Everything You Will Need To Have An Amazing Stay Is Included In The Unit! Please NOTE There Is No Parking Included.

4.99 out of 5 average rating, 129 reviews

A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.

Flat in Fort York

The Fort York Flat

Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators.

Apartment in Mimico-Queensway

The kitchen area features modern stainless steel appliances with a minimalist design. A large window allows natural light to illuminate the space, highlighting the sleek cabinetry and stylish backsplash. A small sitting area is visible in the background, enhancing the open-concept layout.

4.88 out of 5 average rating, 24 reviews

Luxury 1BD Condo w/ Stunning Views - Toronto

Lakeview Luxury Escape – Toronto Welcome to your stylish 1-bedroom condo in South Etobicoke, just 17 minutes from downtown Toronto and 12 minutes from Pearson Airport. Perched on the 11th floor, enjoy breathtaking lake and city skyline views — the sunsets are something special. Whether you're working remotely, exploring the city, or just relaxing with a view, this condo is your perfect home away from home.

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.

4.84 out of 5 average rating, 290 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.

A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.

4.92 out of 5 average rating, 106 reviews

Condo in Heart of Mississauga

Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

4.91 out of 5 average rating, 81 reviews

A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.

Guest suite in Etobicoke

Private 1 bed/1.5 bath in-law suite in a house!

Our 1-bedroom, 1.5-bathroom Airbnb in-law suite near Toronto Pearson Airport offers comfort and convenience. Private entrance, massage chair, sauna, and garden view make it an ideal choice. Just 20-25 minutes to downtown attractions, close to Woodbine Casino, high-end shopping, and a walking distance to the Humber River recreational trail. Your perfect Toronto retreat awaits you!

Popular amenities for Brampton rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.93 out of 5 average rating, 42 reviews

A sunroom is showcased, featuring large glass windows that provide views of a snowy landscape outside. Two upholstered chairs are paired with a circular, patterned coffee table, while a flower arrangement adds a pop of color in the center.

Home in Mississauga

Luxury House with a Bright Sunroom & a heated pool

5 out of 5 average rating, 11 reviews

Home in Etobicoke

Seraya Wellness Retreat

5 out of 5 average rating, 13 reviews

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 Bathurst Manor

Luxury Spa Escape with Pool & Jacuzzi

4.89 out of 5 average rating, 64 reviews

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 The Queensway

private backyard SPA oasis in Toronto

5 out of 5 average rating, 19 reviews

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

Family Oasis with Pool and Hot Tub

4.82 out of 5 average rating, 17 reviews

The open-concept living space features a dining area with a wooden table and four chairs, complemented by a cozy living room furnished with comfortable seating. Large windows allow natural light to illuminate the space, and a wall-mounted television is positioned above a fireplace.

Home in Oakville

Gorgeous Getaway in Oakville

4.89 out of 5 average rating, 9 reviews

A well-equipped kitchen features white cabinetry and modern stainless-steel appliances, including a stove and dishwasher. Natural light pours in through a window adorned with potted plants. A tile floor leads to a dining area with wooden chairs, creating an inviting space for meal preparation and gatherings.

Home in Lakeview

King Bed. Swimming pool. Gourmet Kitchen

4.91 out of 5 average rating, 327 reviews

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 West Queen West

Victorian Studio in King West – TIFF/FIFA Ready

Apartment rentals with a pool

Apartment in North Toronto

A bright bedroom features a queen-sized bed with soft linens, set against a large window that allows natural light to fill the space. A round mirror hangs on the wall above a sleek dresser, and a small plant adds a touch of greenery.

4.85 out of 5 average rating, 120 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

A softly lit bedroom features a spacious bed with a tufted headboard, complemented by white linens and decorative pillows. A bedside table with a lamp sits on one side, while a flat-screen TV is mounted on the wall. Natural light filters through sheer white curtains.

4.82 out of 5 average rating, 112 reviews

Lux Spacious 3 Beds w CN Tower View (Free Parking)

A bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.

4.88 out of 5 average rating, 132 reviews

Beautiful Condo Across CN Tower and MTCC

4.97 out of 5 average rating, 139 reviews

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.

Apartment in Fort York

Lux Waterfront Condo Pool Hot Tub Free Parking

4.89 out of 5 average rating, 455 reviews

A contemporary waterfront condominium complex is visible, showcasing multiple glass-fronted balconies and lush greenery surrounding the entrance. The building features an urban design with large windows, allowing for abundant natural light, under a vibrant blue sky with scattered clouds.

Apartment in Fort York

Lakeside Condo Studio In Downtown Toronto

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.

4.97 out of 5 average rating, 260 reviews

Chic, High-Rise Apartment with CN Tower Views

4.98 out of 5 average rating, 101 reviews

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

Apartment in Fort York

Beautiful Lake View Studio Condo + 1 free Parking

Apartment in North Toronto

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.

4.93 out of 5 average rating, 171 reviews

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

Other holiday rentals with a pool

A modern high-rise condominium towers against a colorful evening sky, surrounded by bustling streets and other residential buildings. Windows catch the fading light, reflecting the urban atmosphere of downtown Mississauga, with vehicles and traffic signals visible in the foreground.

4.75 out of 5 average rating, 110 reviews

Spacious 3BR +2BT w/ 1 Parking! Spectacular Views!

A panoramic view of Toronto’s skyline captures a vibrant tapestry of illuminated buildings, with varying heights and designs. The scene features reflections of colorful lights on glass façades, creating a dynamic urban atmosphere against the backdrop of a dark sky.

4.95 out of 5 average rating, 44 reviews

Modern Condo | Breathtaking Views | CN Tower

A modern living area is presented, featuring a large sectional sofa positioned next to a glass coffee table. Floor-to-ceiling windows showcase panoramic views of the city. A 65-inch Smart TV is visible, displaying various streaming options. Natural light fills the room, enhancing the open space.

4.95 out of 5 average rating, 66 reviews

Luxury 2.5Br-2Bath 1 Prk Condo SQ1 Striking Views

The exterior of a modern high-rise building is depicted, featuring an array of floor-to-ceiling glass windows and curved balconies. The structure showcases a sleek architectural design and is surrounded by other tall buildings under a partly cloudy sky.

4.76 out of 5 average rating, 172 reviews

Beautiful Condo with Parking Mississauga Downtown

4.93 out of 5 average rating, 42 reviews

A clear view of a private heated pool is presented, surrounded by a green patio. A striped chair and glass table are visible in the foreground, with a blue waterslide and shaded seating area observed in the background.

Bungalow in Milton

Milton Home- a Family Oasis

The living area features a comfortable sofa and a modern coffee table, with a decorative plant nearby. A fireplace television is mounted on the wall, adding warmth to the space. In the background, the kitchen and dining area are visible, showcasing bar stools and stylish lighting.

4.77 out of 5 average rating, 13 reviews

Chic condo walk to Sq1 - Prkng incld.

A comfortable bedroom features a queen bed with a patterned duvet and matching pillows. A bedside lamp provides soft illumination next to a modern chair, while large windows allow natural light to fill the space, showcasing city views through sheer curtains.

4.85 out of 5 average rating, 13 reviews

the Gabs experience

The bedroom features a spacious bed adorned with a neutral-toned quilt and decorative pillows. A round gold wall accent adds a touch of elegance. Large windows provide views of the city skyline, while soft lighting enhances the calming atmosphere.