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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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.
Condo 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.

Top Guest favourite
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 Yorkdale
5 out of 5 average rating, 128 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

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.
Condo in Entertainment District
4.93 out of 5 average rating, 122 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.

Guest favourite
A modern living space is presented with a spacious gray sectional sofa adorned with bright cushions. A glass coffee table sits in front, and a dining area with a white table and wooden chairs is visible. Large windows allow natural light to fill the room.
Condo in Entertainment District
4.82 out of 5 average rating, 108 reviews

Entire Unit - Lakeview 1BR Condo near CN Tower

PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. Please note that gym is currently closed for renovation this month. Modern 1 bedroom condo offering stunning lakeview. The suite is located right across CN Tower, Rogers Centre, Metro Convention, and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto, enjoy sports events, or attend business meetings within walking distance. We provide Wifi, Cable TV, washer/dryer, and paid parking.

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.
Condo 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

Top Guest favourite
A modern living area features a spacious sofa arranged around a glass coffee table, with light streaming through large floor-to-ceiling windows. The open layout connects to a dining area with stylish seating and a kitchen, showcasing sleek cabinetry and contemporary appliances.
Loft in Liberty Village
4.96 out of 5 average rating, 113 reviews

Corner Unit in Liberty Village (Parking + Balcony)

Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

Top Guest favourite
A contemporary kitchen area features sleek cabinetry with a bright red backsplash, complemented by stainless steel appliances. A dining table with tall chairs is positioned for meals or work, while natural light streams through a large window, offering a view of the exterior.
Condo in Entertainment District
4.89 out of 5 average rating, 104 reviews

Entire Unit - Modern 2 BR Condo near CN Tower

PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. Please note that gym is currently closed for renovation this month. Welcome to our modern 1+1 bedroom (den is open-concept but well secluded) 1 bath condo. Enjoy a stylish experience at this centrally located place! The suite is located right across CN Tower, Rogers Centre, Metro Convention, and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto within walking distance.

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 go for walks on the boardwalk ! 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.

Guest favourite
A modern kitchen is highlighted, featuring sleek cabinetry and stainless steel appliances. A clear wine glass rests on a marble countertop, reflecting the subtle lighting above. The atmosphere conveys a refined but functional cooking space.
Apartment in Entertainment District
4.92 out of 5 average rating, 120 reviews

Cozy Condo Next to CN Tower

Experience the best of Toronto in our modern one-bedroom plus one sofa bed condo, ideally located in the vibrant heart of the city. Enjoy breathtaking views from a high floor, offering a perfect retreat for urban explorers and business travelers. With easy access to top attractions, including the iconic CN Tower, and excellent commuting options, our condo combines comfort with convenience, making it the ideal base to discover Toronto's charm and energy.

Top Guest favourite
A round marble dining table is featured in the center, surrounded by wooden chairs. Above hangs a stylish light fixture. A decorative hockey-themed wall art is displayed, reflecting local culture. The open kitchen area includes modern appliances and a neutral color scheme, enhancing the inviting space.
Apartment in Harbourfront
4.91 out of 5 average rating, 137 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

We pride ourselves on delivering a 5 star hotel-like experience!! Condo offers FREE PARKING inside of the building. Whether you're in town for a concert, sporting event, business trip or just to catch some local touristic hotspots, you'll be within 8min walk of your destination. Condo is attached to Scotiabank Arena + Union. The condo has a King Bed and 2 Queens to comfortably accomodate your large group. Book now there's a surprise waiting inside!

Top Guest favourite
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.
Apartment in Fort York
4.99 out of 5 average rating, 132 reviews

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. 

Top Guest favourite
A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.
Condo in Fort York
4.99 out of 5 average rating, 152 reviews

Artsy and Comfy Home with a View

This 670 sqft, 1 Bed+Den, 1 Bath has 9 foot ceilings and a spacious layout, plus: ▶︎ Free underground parking ▶︎ Streetcar direct to Union Stn, Bathurst Stn, Spadina St ▶︎ Restaurant-cafe downstairs, grocery store within 100m ~ 5-min walk: Loblaws, Starbucks, LCBO, Stackt Market, Farm Boy, BBT ~ 15-min walk: King St dining/nightlife, Queen St shopping... Rogers Center, Budweiser Stage, Canadian National Exhibition (CNE)... and more.

Popular amenities for Old Toronto rentals with a pool

When is the best time to visit Old Toronto?

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Avg. price$188 NZD$191 NZD$205 NZD$217 NZD$240 NZD$257 NZD$271 NZD$285 NZD$266 NZD$250 NZD$252 NZD$207 NZD
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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 $17 NZD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    Find 600 rentals that welcome pets

  • Rentals with dedicated workspaces

    1,350 properties have a dedicated workspace

  • Wi-Fi availability

    2,490 of Old Toronto holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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