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.

%{current} / %{total}1 / 1
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.
Condo 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.

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.
Apartment in Fort York
4.86 out of 5 average rating, 113 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!

Superhost
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.
Condo in Entertainment District
4.89 out of 5 average rating, 166 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 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 Entertainment District
4.86 out of 5 average rating, 136 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!

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, 126 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 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, 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.

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, 107 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, 127 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, 111 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.

Guest favourite
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.
Condo in North Toronto
4.85 out of 5 average rating, 120 reviews

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

1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Guest favourite
Condo in Fort York
4.8 out of 5 average rating, 269 reviews

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Modern Corner Unit with Stunning Views | 1+1 BR at 209 Fort York – Prime Downtown Location Step outside and you're just minutes from Toronto’s top attractions: 🗼 CN Tower & Ripley’s Aquarium ⚾ Rogers Centre & Scotiabank Arena 🎡 Exhibition Place & BMO Field 🌊 Harbourfront Centre & Toronto Islands Ferry 🌳 Coronation Park & Martin Goodman Trail 🛍️ Queen West & King West Everything downtown is easily accessible with steps away from public transportation.

Guest favourite
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.
Condo in Entertainment District
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.

Popular amenities for Old Toronto rentals with a pool

When is the best time to visit Old Toronto?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$192 NZD$196 NZD$210 NZD$223 NZD$246 NZD$264 NZD$278 NZD$292 NZD$273 NZD$257 NZD$258 NZD$212 NZD
Avg. temp-3°C-3°C2°C8°C14°C20°C23°C22°C18°C11°C5°C0°C

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 $18 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 Toronto Eaton Centre

Destinations to explore

  1. Airbnb
  2. Canada
  3. Ontario
  4. Toronto
  5. Old Toronto
  6. Rentals with pools