Holiday rentals with a pool in Church-Wellesley

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Church-Wellesley

  • Total holiday rentals

    Explore 70 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at £15 per night before taxes and fees

  • Verified guest reviews

    Over 910 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    70 of Church-Wellesley holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Church-Wellesley rentals

  • 4.8 Average rating

    Church-Wellesley stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated rentals with a pool in Church-Wellesley

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

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Guest favourite
A stylish living area features a leather sofa and an accent chair, creating a cozy seating arrangement. A modern coffee table is positioned centrally, with a small plant and decorative items. The open kitchen area includes sleek cabinetry and a microwave, enhancing the contemporary design.
Apartment in Yorkville
4.98 out of 5 average rating, 101 reviews

Yorkville Luxury Suite | Pool, Sauna & Gym Toronto

Experience best of Yorkville, Toronto’s most prestigious neighborhood. This stylish, furnished condo features a comfortable queen bed, modern living space, dedicated workspace, high-speed Wi-Fi, and fully equipped kitchen for the seamless stay. Enjoy premium amenities including fitness centre, pool, hot tub and sauna. Just steps from world-class dining, luxury shopping, art galleries, and University of Toronto, it’s the perfect home base for business travelers, couples, and city explorers alike.

Guest favourite
A well-appointed living area features a dark accent wall adorned with decorative plates. A low coffee table sits in front of a comfortable sofa, illuminated by a nearby lamp. Sheer curtains allow natural light to filter in from large windows, creating a bright atmosphere.
Apartment in Downtown Toronto
4.82 out of 5 average rating, 87 reviews

Welcome to the Heart of Toronto- Steps to Subway

Located in vibrant Church-Wellesley Village, this stylish 1-bedroom + office den condo offers comfort and convenience in one of Toronto’s most dynamic neighbourhoods. Just 150 meters from the subway, surrounded by cafés, vibrant markets, ethnic grocers, and Eaton Centre. Ideal for short or extended stays, the space features a fully equipped kitchen, a bright living area with natural light, and a dedicated workspace for remote professionals — thoughtfully arranged for comfortable everyday living.

Top 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.
Apartment in Downtown Toronto
4.93 out of 5 average rating, 123 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
Apartment in Downtown Toronto
4.98 out of 5 average rating, 129 reviews

Luxury Downtown Condo For 6 (CN Tower View)

Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.

Guest favourite
Flat in Downtown Toronto
4.9 out of 5 average rating, 50 reviews

Downtown Resort Pool | Walk Score 99

Experience downtown Toronto in this stylish 1+1 bedroom apartment, comfortably hosting up to 6 guests. Stunning city views, a fully equipped kitchen, high-speed Wi-Fi, and in-unit laundry. Resort-style amenities including an indoor pool, hot tub, gym, and sauna. Perfectly located steps from Wellesley Subway, U of T, TMU, and Eaton Centre. Unparalleled access to Toronto's best dining, shopping, and attractions. Ideal for business travelers, couples, or families seeking a vibrant urban stay.

Top guest favourite
Flat in Downtown Toronto
4.93 out of 5 average rating, 105 reviews

Private Cozy Downtown Condo

Centrally located in Toronto, this apartment fits 4 people and boasts full access to amenities, in unit laundry, and a brief walk to the North and South Subway lines to navigate and explore the city with ease. 736 Bay Street promises a comfortable stay for any working professional, a family visiting sick kids or any of the surrounding hospitals, friends looking to discover the vibrant city, and everything in between. Parking is available, pets ARE permitted, and this is a non-smoking unit.

Guest favourite
Flat in Downtown Toronto
4.93 out of 5 average rating, 160 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Superhost
The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.
Villa in Toronto
4.92 out of 5 average rating, 217 reviews

Toronto Vacation | ➊ The One Toronto Villa

The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Superhost
Flat in Downtown Toronto
4.85 out of 5 average rating, 20 reviews

Stylish 1BR in Heart of Downtown | Steps to Subway

This modern 1-bedroom condo is ideal for travelers, couples, small families looking to experience the best of the downtown core. Step inside and unwind in a comfortable bedroom with Queen size bed, a bright living area with Smart TV, fast Wifi and all the essentials. Location is everything, and you’ll be right in the center of it all. Just a short walk to the subway, getting around the city is quick and effortless. You’re also surrounded by shops, restaurants, cafés, and entertainment

Guest favourite
A spacious open concept living area features light wooden flooring and modern furnishings. The kitchen is equipped with stainless steel appliances and a large island. Natural light floods in through floor-to-ceiling windows, highlighting a stylish area rug with circular patterns and a cozy seating arrangement.
Loft in Downtown Toronto
4.88 out of 5 average rating, 116 reviews

Modern Downtown Loft with Private Garden

Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

Guest favourite
A bright living area is featured with an open-concept layout, showcasing a modern kitchen with sleek appliances and a dining table surrounded by black leather chairs. Floor-to-ceiling windows offer ample natural light, while a cozy seating area provides a welcoming atmosphere.
Apartment in Downtown Toronto
4.93 out of 5 average rating, 227 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

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.
Flat in Downtown Toronto
4.92 out of 5 average rating, 181 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!

Popular amenities for Church-Wellesley rentals with a pool