
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.

Walk to CN Tower | 1+1 BR | Free Parking
Stylish experience, centrally-located place steps from hotspots CN Tower, Lake Ontario, Lakeshore, Rogers Centre, Ripley's Aquarium. If here for business/weekend getaway, will be surrounded by DT's top attractions, restaurants, entertainment stylish bedroom unit with 2 beds, full bathroom, streaming services (Netflix etc.) Large windows with city views. Access to key amenities. Perfect home base for Toronto adventure *NOTE Parties strictly prohibited, $1000 fine will be enforced for violations

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!

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

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.

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

Lux Waterfront Condo by Rogers -IndoorPool-Parking
This lakeside condo is designed to give you a 5-star experience. Upon entrance you are greeted with champagne and a gift basket! Steps away from the main attractions. Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Budweiser Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, and more! Enjoy your 5-star stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

CN Tower View 4BD Penthouse+Rogers Centre+Parking
Luxury 4BD 2BR Penthouse w/ CN Tower View | 3 Baths + Free Parking Welcome to your sky-high escape in the heart of downtown Toronto. This stunning 1500sq ft, 2-bedroom, 3-bathroom penthouse at 300 Front Street West offers unbeatable views of the CN Tower and skyline. Perfect for groups, families, or business travelers — comfortably sleeps up to 8 guests. Enjoy a spacious open-concept layout, modern finishes, and a fully equipped kitchen. Free parking included (a rare find in downtown!).

SpectacularPenthouse VIEWS/ POOL /free Parking
Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Luxury Lakeview Condo free parking Pool Hottub Gym
Modern 1-bedroom condo with stunning panoramic lake views from the 25th floor. Enjoy a stylish, relaxing stay just 10 minutes from downtown Toronto and Pearson Airport. Great location for visitors attending concerts or sports events in Toronto ! Features include a fully equipped kitchen, high-speed Wi-Fi, king bed, balcony, and more. Please note: second bedroom is locked and not for guest use. Perfect for couples or solo travelers seeking comfort, luxury, and convenience.

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.

Luxury City Vacation Getaway
Hello fellow travellers! This spacious condo will be your dream home away from home! It’s in a prime location in Toronto, right on the Yonge line! Fabulous attractions and activities are either a few steps or a short subway ride away. The kitchen is fully stocked, and the washer, dryer and dishwasher are all available for use. Please don’t hesitate to reach out with any questions! We look forward to hosting your stay!

⭐️KING Bed Luxury Condo - CN Tower View + Parking⭐️
Ask about discounts! Welcome to my cozy and modern condo, where you will find yourself in the heart of Toronto - CN Tower, Scotiabank Arena, Rogers Centre, Metro Toronto Convention Centre - all just steps outside your door! Enjoy beautiful views of the city skyline, harbor, and CN Tower. Two bedrooms, two full separate bathrooms, and pullout sofas will comfortably sleep 6, but we can accommodate 8 with extra mattresses.
Popular amenities for Old Toronto rentals with a pool
House rentals with a pool

Stunning & Spacious Heritage Home in Bridal Path

Seraya Wellness Retreat

Award Winning Luxury Home with Heated Pool + Sauna

Luxury Spa Escape with Pool & Jacuzzi

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Guest suite 10 min to subwy w kitchen FREE parking

private backyard SPA oasis in Toronto

Modern Designer Home w/ Pool Open Game Rm/Fire Pit
Condo rentals with a pool

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

Beautiful Skyline View Downtown Toronto

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

Beautiful Condo Across CN Tower and MTCC

1 Bedroom Suite - DT Core (Office/Bidet/Balcony)

Luxury Condo with FreeParking. CN Tower Lake View

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

Charming Condo w Parking, CN Tower View & Pool
Other holiday rentals with a pool

Spacious condo with desk, gym and pool

Lovely Downtown Studio with Private Balcony

Bright & Airy Condo Near the Water +1 Free Parking

Boho HighRise, Heart of City 2Bed2Bath w Pool/Gym

Skyline Getaway in Toronto

Stylish 1 BDRM/ GYM/WIFI/ Laundry

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

Luxury Condo w. Pool @ Yorkdale, Free Parking!
Quick stats about holiday rentals with a pool in Old Toronto
Total rentals
2.5K properties
Nightly prices starting at
$15 AUD before taxes and fees
Total number of reviews
68K reviews
Family-friendly rentals
830 properties are a good fit for families
Pet-friendly rentals
600 properties allow pets
Rentals with dedicated workspaces
1.4K properties have a dedicated workspace
Destinations to explore
- Rentals with a patio Old Toronto
- Rentals with a sauna Old Toronto
- Beachfront rentals Old Toronto
- Rentals with an accessible height toilet Old Toronto
- Loft rentals Old Toronto
- House rentals Old Toronto
- Rentals with outdoor seating Old Toronto
- Smoking-friendly rentals Old Toronto
- Family-friendly rentals Old Toronto
- Rentals with a fire pit Old Toronto
- Private suite rentals Old Toronto
- Condo rentals Old Toronto
- Rentals with a kayak Old Toronto
- Rentals with lake access Old Toronto
- Fitness-friendly rentals Old Toronto
- Ski-in/ski-out rentals Old Toronto
- Rentals with a hot tub Old Toronto
- Waterfront rentals Old Toronto
- Rentals with a washing machine and dryer Old Toronto
- Rentals with beach access Old Toronto
- Townhouse rentals Old Toronto
- Rentals with an accessible height bed Old Toronto
- Boutique hotel rentals Old Toronto
- Luxury rentals Old Toronto
- Bed and breakfasts Old Toronto
- Guesthouse rentals Old Toronto
- Pet-friendly rentals Old Toronto
- Serviced apartment rentals Old Toronto
- Rentals with an EV charger Old Toronto
- Apartment rentals Old Toronto
- Rentals with breakfast Old Toronto
- Rentals with a fireplace Old Toronto
- Rentals with a home theatre Old Toronto
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Exhibition Place
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Niagara Falls State Park
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Casino Niagara
- Things to do Old Toronto
- Things to do Toronto
- Sports activities Toronto
- Nature and outdoors Toronto
- Tours Toronto
- Sightseeing Toronto
- Art and culture Toronto
- Food and drink Toronto
- Things to do Ontario
- Sightseeing Ontario
- Art and culture Ontario
- Tours Ontario
- Entertainment Ontario
- Nature and outdoors Ontario
- Sports activities Ontario
- Food and drink Ontario
- Things to do Canada
- Tours Canada
- Art and culture Canada
- Sightseeing Canada
- Entertainment Canada
- Sports activities Canada
- Nature and outdoors Canada
- Food and drink Canada