Holiday rentals with a pool in Old Toronto

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Old Toronto

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

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Superhost
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.
Apartment in Entertainment District
4.82 out of 5 average rating, 112 reviews

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

Experience the luxury of our spacious condo with parking in the heart of Toronto. Enjoy breathtaking views of the CN Tower from the rooftop pool and unwind in the sauna, hot tub and steam room. With ample sleeping arrangements, including 1 queen bed and 2 king sofa beds, 2 TVs, this stylishly designed space offers comfort and convenience. The equipped kitchen, CN tower view balcony, and dedicated parking spot enhance your stay. You'll be surrounded by dining, shopping, and entertainment options.

Top guest favourite
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 The Beaches
4.99 out of 5 average rating, 161 reviews

Year-Round Heated Pool & Hot Tub Family Oasis

Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or explore nearby ski trails. Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year. In the colder months, enjoy a winter sk

Guest favourite
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
4.87 out of 5 average rating, 119 reviews

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!

Top guest favourite
A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.
Apartment in Entertainment District
4.99 out of 5 average rating, 153 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Enjoy our luxury 3 bedroom [2 queen 1 double bed], 2 bathroom condo, located in the heart of the Entertainment District. The condo is a short walk to many of the city’s most exciting attractions - CN Tower, Rogers Centre, Scotiabank arena, & the Metro Convention Centre. There is plenty of shopping, fine dining and entertainment in the surrounding areas accessible by foot. For our guests pleasure we have designed the condo to be modern, stylish, and relaxing. We look forward to hosting you!

Guest favourite
An open-concept kitchen area features a round dining table surrounded by four white chairs. Modern cabinetry and stainless-steel appliances are showcased, with a view of the outdoor balcony visible through large windows. Soft curtains add a touch of warmth to the space.
Apartment in Entertainment District
4.88 out of 5 average rating, 170 reviews

Modern 2 Bd condo near CN tower/MTCC/Rogers Centre

This spacious and modern suite is conveniently located in the heart of Toronto (Front and John Street). It’s situated within the Entertainment District, home to Toronto’s iconic CN Tower (3-5 min walk), Ripley’s Aquarium, Rogers Centre and the Metro Toronto Convention Center (directly across the street). Amenities: Parking Available for Charge Free unlimited high-speed WiFi Smart TVs w/ cable, Youtube & Netflix Fully equipped kitchen Private balcony Rooftop Infinity Pool Gym access & hot tub

Guest favourite
A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.
Apartment in Entertainment District
4.92 out of 5 average rating, 101 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.

Guest favourite
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.
Apartment in Entertainment District
4.86 out of 5 average rating, 137 reviews

Luxury 1BR Executive Condo • Panoramic City Views

★ This stylishly appointed 1BR condo has everything you need: a spacious open-concept layout with high ceilings and hardwood floors throughout; warm, modern décor; a cozy living area with sofa, armchair, and large flat-screen TV; dining table that seats 3; sleek kitchen with stainless steel appliances; dedicated workspace; comfortable queen bed in the bedroom; bathroom with shower/tub combo; in-suite washer/dryer; high-speed internet; breathtaking panoramic views of Toronto; and an A+ location!

Superhost
A modern living space is highlighted by large windows that provide expansive views of the skyline and water. A comfortable seating area includes a gray sofa, while a dining table with transparent chairs is situated nearby. Decorative potted plants add a touch of greenery.
Apartment in Courtice
4.83 out of 5 average rating, 126 reviews

Downtown Toronto 2 BDR Condo CN Tower/Lake Views

Stunning 2 bedroom & 2 bath condo in the heart of downtown Toronto! Breathtaking views of the CN Tower, Lake, and southwest sunset. Steps away from the CN Tower, Scotiabank Arena, Rogers Centre, Union Station (airport express train direct), Convention Centre, Waterfront, and more. FREE PARKING for one vehicle. Luxurious amenities: rooftop pool, indoor pool, hot tubs, sauna, gym, theater room, party rooms. Grocery, Starbucks, restaurants, banks, bars inside the building on the ground floor.

Guest favourite
A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.
Apartment in Entertainment District
4.93 out of 5 average rating, 121 reviews

Charming Condo w Parking, CN Tower View & Pool

Enjoy your stay at a charming & modern condo located in the heart of downtown Toronto. Stop settling for sub-par accommodations, and treat yourself to this fully equipped, meticulously cleaned unit with 1 Queen Bed + 1 Sofa Bed. You will be within steps (literally) to the CN Tower, Rogers Center, Ripley’s, and many of Toronto’s top attractions. I am an extremely passionate & attentive host who will cater to your requests and desires. Shoot me a message to get started on your Toronto getaway.

Superhost
A panoramic view of the city skyline showcasing the CN Tower and Rogers Centre. The image captures a vibrant sunset with a blend of colors in the sky, alongside the waterfront and city streets below.
Apartment in Entertainment District
4.8 out of 5 average rating, 280 reviews

MillionDollarView49thFloor☀CN Tower LAKE W/Parking

Welcome to my 3-bedroom + Den(can be considered a small bedroom with curtains) on 49th floor condo conveniently located close to CN Tower, Roger Center, lakeshore, Entertainment and Financial District (5-10 min walking). Scotiabank Arena, Supermarket, LCBO are basically across the street! → Approx. 1232ft² / 111m² of space → Free secure parking for 1 vehicle → Walk score of 100! → Transit score of 100! ( Union Go Train and subway station) → In-unit washer + dryer → Fully equipped kitchen

Top guest favourite
The kitchen features modern appliances and a sleek countertop, while a dining table with six chairs occupies the central space. A vibrant artwork adorns the wall, and large windows provide a view of the cityscape, letting in natural light.
Apartment in Entertainment District
4.98 out of 5 average rating, 128 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

Guest favourite
The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.
Villa in North York
4.94 out of 5 average rating, 176 reviews

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Popular amenities for Old Toronto rentals with a pool

When is the best time to visit Old Toronto?

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Quick stats about holiday rentals with a pool in Old Toronto

  • Total holiday rentals

    Explore 2,540 holiday rentals in Old Toronto

  • Nightly prices starting at

    Old Toronto holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 68,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    830 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 600 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,350 properties have a dedicated workspace

  • Wifi availability

    2,490 of Old Toronto holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Toronto rentals

  • 4.8 Average rating

    Old Toronto stays are highly rated by guests – averaging 4.8 out of 5!

  • Nearby attractions

    Old Toronto’s top spots include CN Tower, Rogers Centre and Scotiabank Arena

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