Vacation rentals with a pool in Church-Wellesley, Old Toronto

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Church-Wellesley, Old Toronto

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

0 of 0 items showing

1 of 3 pages

Guest favorite

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.

May 6 – 13

G$41,222 GYD per night

Guest favorite

Condo in Downtown Toronto

4.93 out of 5 average rating, 189 reviews

College Park :2Bd+2bth + Free parking

950 sq.ft. luxurious 2 Bed 2 Bath including underground parking. In the coveted Bay and College neighbourhood. 5-10min walk to University, Queens Park, Dundas Square,Eaton Centre, Yorkville,ROM, City Hall,Nathan Philips SquareChurch Street, UofT, Ryerson 20-25 minute walk to CN Tower;Rogers Center 3 Min : Womens Hospital, 7 mins to Toronto General Hos Loblaws, 24 hr Metro Walking Distance to 3 subway stations (Wellesley,Queens Park,College Station). Pool,Gym,Hot Tub

Nov 3 – 10

G$61,281 GYD per night

Guest favorite

Condo in Downtown 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.

Feb 11 – 18

G$42,789 GYD per night

Guest favorite

Home in Niagara

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

Jul 16 – 23

G$34,980 GYD per night

Guest favorite

Condo in Downtown Toronto

5.0 out of 5 average rating, 43 reviews

Luxury 1Bdr Condo in Downtown Toronto

Luxurious modern 1 bedroom unit , at the heart of the city in between Yorkville and the Financial District. Located on the Bay St. Corridor, steps away from an assortment of shops, restaurants, hospitals, and venues. Hotspots under 10 mins! Transit and Bike friendly! Subway/Train (2 min walk) University of Toronto (5 min walk) Eaton Center (10 min walk) CN Tower (10 min drive) ScotiaBank Centre (10 min drive) Ryerson University (10 min walk)

Jun 9 – 16

G$56,324 GYD per night

Guest favorite

Condo in Downtown Toronto

4.94 out of 5 average rating, 229 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!

May 23 – 30

G$49,719 GYD per night

Superhost

Condo in Downtown 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

G$42,364 GYD per night

Guest favorite

Condo in Downtown Toronto

4.97 out of 5 average rating, 217 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.

May 8 – 15

G$50,676 GYD per night

Guest favorite

Apartment in Toronto

4.93 out of 5 average rating, 108 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

G$52,615 GYD per night

Guest favorite

Condo in Toronto

4.89 out of 5 average rating, 273 reviews

CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE

This beautiful modern 1 bed & q bath suite is located in the heart of downtown Toronto's Entertainment & Financial District - in the prestigious 300 Front Street building in the core of the city. Enjoy a nice dinner on the balcony with a lake and CN Tower view! The building has a fully equiped Fitness center, Outdoor Pool with a 360 degree of the whole city, Steamroom, Whirlpool BBQ

Sep 29 – Oct 6

G$90,189 GYD per night

Guest favorite

Apartment in Toronto

5.0 out of 5 average rating, 11 reviews

Luxury condo in Downtown TO with WFH setup

Welcome to our luxurious 1+den condo in downtown Toronto with immaculate amenities (e.g., gym, sauna, indoor hot tub, work from home setup, bike storage, outdoor pool in the summer) steps from the subway and trendy restaurants. Enjoy a stylish experience at this centrally located place. This space is perfect for couples or professionals.

Oct 18 – 25

G$41,860 GYD per night

Superhost

Condo in Downtown Toronto

4.79 out of 5 average rating, 29 reviews

Welcome to the heart of Toronto

Enjoy a stylish experience at this centrally located place. The condo is located in the Church-Wellesley Village, the heart of Downtown Toronto, steps away from top restaurants, Eaton Center, and other major shops and attractions, The main subway station and buses are only 150 m away from the apartment.

Oct 1 – 8

G$32,632 GYD per night