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Vacation rentals with a pool in Downtown Toronto, Old Toronto

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Top-rated rentals with a pool in Downtown Toronto, Old Toronto

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

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Condo in Toronto

4.84 out of 5 average rating, 121 reviews

Modern 1 Bdrm Suite Downtown District - Lake View

Beautifully decorated, cozy apartment in a modern building. Has everything you need for a great stay; business or pleasure. Located right in the downtown core, steps from Scotiabank Arena (NHL, NBA), Rogers Centre (MLB), CN Tower, Ripley's Aquarium, Harbourfront Centre, Metro Toronto Convention Centre (MTCC) and more. Easy access via underground PATH to Union Station. Building features 24/7 security and high end amenities: indoor/outdoor pools, hot-tub, sauna, and gym. Supermarket downstairs.

May 11 – 16

Condo in Toronto

4.96 out of 5 average rating, 110 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

A luxury condo overlooking the stunning city skyline. Bright open concept living space with a modern flare. Renovated with the latest appliances. Beauty-Rest Hotel Series Queen mattress and lots of closet space. Free Parking. Steps to the trendiest restaurants, bars, and clubs downtown as well as the CN Tower, Rogers Center, Exhibition Place, Beautiful Waterfront trails/bike paths, and more. 24/7 Self-Check in. Pool and gym access. Use your own Netflix/Prime account on the Samsung Smart TV.

May 12 – 19

Condo in Toronto

4.93 out of 5 average rating, 230 reviews

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.

Jan 20 – 27

Condo in Toronto

4.88 out of 5 average rating, 161 reviews

1Bedrm Condo|❤️ of Dt-Union Stn, Scotiabank Arena

Ideal location! Across the street from Union Station and Scotiabank Arena. Steps away from Toronto Convention Centre, CN Tower, Rogers Centre, Harbourfront, Ripley's Aquarium, and more. In the building you'll be staying in is a sports bar and grill, LCBO liquor store, large grocery store (also serving hot food), Starbucks, and a fine dining restaurant. Pay at the gate parking garage available in the building at a rate of $36 per 24 hours. Parking always available, no need to reserve.

May 11 – 18

Condo in Toronto

4.95 out of 5 average rating, 170 reviews

Upscale Luxurious Condo Free Parking

IN THE HEART OF IT ALL....CONDO IN THE CLOUDS The Space Come stay and enjoy the awesome VIEW from my private condo. Situated in the heart of it all....SCOTIA BANK CENTRE, ROGERS CENTRE, RIPLEY'S AQUARIUM, METRO TORONTO CONVENTION CENTRE, THE WATER FRONT, THE ENTERTAINMENT DISTRICT AND THE HOCKEY HALL OF FAME. Longo's Grocery Store, Starbucks, Bank(TD), Real Sports Bar, Eleven Restaurant, Sports Store and the Path System all located at the main floor of the condo.

Aug 25 – Sep 1

Home in Toronto

4.91 out of 5 average rating, 264 reviews

King West Victorian Studio Gem

Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto Overlooks Park + Outdoor Public Pool Open Concept 735 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District Street Permit Parking

Dec 9 – 16

Condo in Toronto

4.94 out of 5 average rating, 230 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. Perfect For Long Or Short Term Stays!

Jul 24 – 31

Condo in Toronto

4.86 out of 5 average rating, 178 reviews

Best View in Downtown 5 Star Luxury 1+1 w/office

Experience truly gorgeous view of Lake Ontario and the city from this spacious luxury condo with one of only a few unobstructed lake views left in the city. Steps away from CN Tower, Air Canada Center, Metro Convention Center, Airport, and most other major attractions. Situated on the newly developed Harbourfront Area in Toronto Downtown. Walk, bike, use public transport right at your door to get around the city center in minutes.

May 14 – 19

Condo in Toronto

4.89 out of 5 average rating, 246 reviews

Closest condo to Rogers Centre/CN tower in Toronto

Our stylish condo is right by Rogers Centre and the CN Tower. Enjoy easy walks to the Metro Convention Centre, Ripley's Aquarium, Union Station, and Scotiabank Arena. The neighbourhood offers diverse dining and entertainment options. Access the rooftop infinity pool, cabanas, and gym with city views. 24-hour security ensures a worry-free stay. All essentials are provided for a seamless check-in and a memorable Toronto experience.

May 26 – Jun 2

Condo in Toronto

4.97 out of 5 average rating, 218 reviews

Chic, High-Rise Apartment with CN Tower Views

Stay in our cozy and convenient downtown apartment for easy access to exciting activities and attractions. Enjoy our stylish living area, fully-equipped kitchen, and plush queen-size bed. Whether for business or leisure, our apartment is the perfect homely retreat to unwind and relax after a long day. Come experience a home-away-from-home feeling as you explore the diversity and culture of our beautiful city.

Jun 1 – 8

Apartment in Toronto

4.92 out of 5 average rating, 110 reviews

CN Tower View! Heart of Downtown

Entire Home is yours! You will not be sharing this listing Brand new, professionally decorated condo in the heart of downtown Toronto and financial district. Floor to ceiling windows! Enjoy being steps away to everything Toronto has to offer including Entertainment District, Financial District, Rogers Centre, Ripley's Aquarium, and all tourist attractions! Professionally cleaned after every single guest!

May 27 – Jun 3

Condo in Mississauga

4.82 out of 5 average rating, 221 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.

May 8 – 15

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Popular amenities for Downtown Toronto, Old Toronto rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Toronto

5.0 out of 5 average rating, 15 reviews

Stylish Condo in Downtown TO

Jan 20 – 27

Home in Toronto

5.0 out of 5 average rating, 17 reviews

Central Location Near Transit & Shops w/ Parking!

Oct 22 – 29

Home in Toronto

4.99 out of 5 average rating, 97 reviews

Vacation Getaway:Heated Pool-Hottub Open 365 Days

Aug 27 – Sep 1

Home in Mississauga

4.95 out of 5 average rating, 22 reviews

Carrera Cove - Spacious 3BR - 5 Mins to Go Train

Nov 1 – 8

Home in Toronto

4.93 out of 5 average rating, 97 reviews

Entire house with Pool, ravine, and nature trail

Oct 9 – 16

Home in Mississauga

5.0 out of 5 average rating, 7 reviews

*New*Cozy 1bedroom Condo in Mississauga Square one

Oct 19 – 26

Home in Toronto

4.96 out of 5 average rating, 26 reviews

Toronto Pool Retreat

Dec 15 – 22

Home in Toronto

4.96 out of 5 average rating, 78 reviews

Home Away From Home

Jul 11 – 18

Condo rentals with a pool

Condo in Mississauga

4.87 out of 5 average rating, 126 reviews

Beautiful Penthouse with Breathtaking View

Sep 30 – Oct 7

Condo in Toronto

4.97 out of 5 average rating, 291 reviews

Beautiful Condo + CN Tower View + Free Parking

May 19 – 26

Condo in Toronto

4.98 out of 5 average rating, 161 reviews

Stylish Downtown Condo with Free Parking

Jul 15 – 22

Condo in Toronto

4.88 out of 5 average rating, 129 reviews

1 bdrm Condo by CNT Free Parking 39 FLR Stun. View

Sep 12 – 19

Condo in Toronto

4.91 out of 5 average rating, 152 reviews

Luxury 1+Den condo steps away from CN Tower & Lake

Oct 2 – 9

Condo in Toronto

4.99 out of 5 average rating, 127 reviews

Bright Modern Central 2Bd2Ba Lakeview + Big Screen

Nov 30 – Dec 7

Condo in Toronto

4.81 out of 5 average rating, 16 reviews

Cozy 1 BR Suite - Downtown Core

Jan 9 – 16

Condo in Toronto

5.0 out of 5 average rating, 9 reviews

Lovely one bedroom condo with balcony

Jul 23 – 30

Quick stats about vacation rentals with a pool in Downtown Toronto, Old Toronto

Total rentals
2K properties
Rentals with dedicated workspaces
1.1K properties have a dedicated workspace
Pet-friendly rentals
460 properties allow pets
Family-friendly rentals
650 properties are a good fit for families
Total number of reviews
51K reviews
Nightly prices starting at
$20 before taxes and fees

Destinations to explore