Holiday rentals with a pool in Church-Wellesley

A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.

4.98 out of 5 average rating, 213 reviews

Stylish Condo | Walk to BMO Field + Free Parking

Experience downtown Toronto in a stylish condo! Start your day by enjoying coffee on the balcony. Walk to BMO Field (Toronto Stadium) - ideal for concerts, sports & FIFA events. Walk to Exhibition Place, CN Tower, Rogers Centre, Ripley’s Aquarium, restaurants & waterfront. Full kitchen, 2 desks with fast WIFI. Building features a pool, hot tub, sauna, gym, rooftop BBQ, free parking & self check-in. Discounts for 7+ nights & non-refundable bookings. Book your unforgettable Toronto stay today!

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.

4.92 out of 5 average rating, 316 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. *The Pool & Sundeck Are Currently Under Construction*

5 out of 5 average rating, 50 reviews

Entire Luxury Condo | Heart of Downtown Toronto

🌆 Downtown Toronto Condo with stunning city views & private balcony ✔ Prime Location– Steps from CN Tower, Ripley’s Aquarium, Harbourfront, Rogers Centre & Yonge Dundas Square ✔ Summer Fun– Festivals, concerts, patios, nightlife & waterfront events ✔ FIFA World Cup– Only 6.6 km from BMO Field ⚽ ✔ Easy Transit– Subway station just 2-minute walk away ✔ Perfect for Any Stay– Great for couples, business trips & extended stays ✔ Modern Comfort– Stylish, relaxing space in the heart of downtown

Apartment in Downtown Toronto

A modern living area features a spacious sofa paired with two accent chairs. A round coffee table sits in the center, surrounded by a vibrant area rug. Large windows offer ample natural light and city views, while soft accent lighting enhances the ambiance.

4.88 out of 5 average rating, 133 reviews

Luxury CN Tower and Lake View Penthouse Sleeps 10

Experience luxury in our 41st-floor penthouse at 300 Front St W, Toronto. Steps from the CN Tower, this 2 Bedroom + Large Den (3rd Bedroom) offers stunning CITY, LAKE & SUNSET VIEWS. This beautiful apartment features a wrap-around balcony, 5 beds including a king bed, queen sofa bed, and a fully stocked kitchen. Enjoy CN Tower views from every bedroom, 100% Egyptian cotton linens & 4K Ultra HD TVs. Starbucks, a gym and an outdoor rooftop pool with exceptional views. Perfect for up to 10 guests.

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.

4.93 out of 5 average rating, 107 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.

A well-lit bedroom features a spacious bed with neatly arranged towels. Two nightstands flanking the bed hold lamps. A desk and chair are positioned by the window, complemented by greenery. A large mirror and a TV are mounted on the wall, enhancing the relaxed atmosphere.

4.98 out of 5 average rating, 109 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.

5 out of 5 average rating, 135 reviews

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

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

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.

4.93 out of 5 average rating, 128 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.

Apartment in Downtown Toronto

4.92 out of 5 average rating, 136 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 .

4.94 out of 5 average rating, 199 reviews

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

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.

A bright living area is furnished with a spacious sofa, armchair, and coffee table. A dining table is set for two with a bowl of oranges. Natural light fills the room through large windows, enhancing the neutral tones of the decor.

5 out of 5 average rating, 48 reviews

Boutique 1BR Downtown | Pool•Hot Tub•Sauna•Parking

Top Guest Favorite — a boutique retreat designed with zen vibes. We are a 7-9 min walk from Wellesley and Sherbourne subway stations for easy excursions in the downtown core. Private balcony with skyline views, full kitchen, in-suite laundry. Plus building amenities most hotels charge extra for: outdoor pool, hot tub, sauna, gym, rooftop patio, and free parking. Long weekends, working weeks, or a FIFA World Cup match at BMO Field (~25 min by car) — this is your downtown base.

Superhost

A spacious living area features a large sectional sofa adorned with decorative cushions. A modern coffee table is centered in front of a wall-mounted TV, providing a focal point. A minimalist console table is present, accompanied by wall art and a plant on display.

Apartment in Downtown Toronto

4.8 out of 5 average rating, 139 reviews

2BR Across from CN Tower & MTCC

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

Popular amenities for Church-Wellesley rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 9 reviews

Home in Markham

Walk-out Luxury basement with Gym & Theatre

5 out of 5 average rating, 27 reviews

A refreshing outdoor pool is surrounded by a wooden deck, offering ample lounge chairs for relaxation. Lush greenery frames the area, creating a serene atmosphere. The pool's clear turquoise water invites enjoyment, while the natural landscaping enhances the overall privacy of the space.

Home in Toronto

Award Winning Luxury Home with Heated Pool + Sauna

5 out of 5 average rating, 19 reviews

An outdoor space features a spa-inspired pool with connected Jacuzzi, surrounded by lounge chairs and an umbrella. A large gazebo housing a dining area is visible, along with landscaped greenery and a clear blue sky enhancing the serene environment.

Home in Toronto

Luxury Spa Escape with Pool & Jacuzzi

5 out of 5 average rating, 5 reviews

Home in Mimico-Queensway

Toronto Backyard w/ Pool, Hot Tub & Sauna | 4BR

4.91 out of 5 average rating, 110 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

4.78 out of 5 average rating, 37 reviews

A modern house exterior is displayed, featuring a well-maintained lawn and landscaped garden. The driveway is paved with gravel and concrete, leading to a covered porch area. Large windows provide an inviting entrance, while shaded trees contribute to a pleasant outdoor setting.

Home in Mississauga

Comfortable &Stylish 4BD Stay Near Toronto Airport

4.89 out of 5 average rating, 64 reviews

A hot tub and swim spa are shown in a well-maintained outdoor area, surrounded by lush green privacy hedges. Nearby, a modern patio seating area features a table and comfortable couches, enhancing the outdoor relaxation space.

Home in Toronto

private backyard SPA oasis in Toronto

4.91 out of 5 average rating, 331 reviews

An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.

Home in Niagara

Chic King West Studio – FIFA at Your Door

Condo rentals with a pool

Condo in Davisville Village

A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.

4.85 out of 5 average rating, 141 reviews

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

A modern living area features a plush gray sectional sofa accompanied by a decorative rug. Large windows provide ample natural light and showcase a city skyline view. A dining table with dark chairs sits nearby, complemented by a wall-mounted art piece and a potted plant.

4.97 out of 5 average rating, 145 reviews

Walk to FIFA World Cup /Parking/ Sleeps 4/ Balcony

Superhost

A modern living area features a sectional couch with decorative pillows and a wooden coffee table. Expansive floor-to-ceiling windows offer views of the city skyline. A flat-screen TV is positioned on a sleek console, while soft lighting is provided by a nearby lamp.

4.88 out of 5 average rating, 228 reviews

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

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 148 reviews

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 105 reviews

Beautiful Lake View Studio Condo + 1 free Parking

A balcony view captures the iconic CN Tower alongside a modern building structure. The expansive glass windows reflect the urban skyline and lake in the distance, evoking a sense of openness and connection to the city.

4.83 out of 5 average rating, 184 reviews

Toronto CN Tower 2 Bed 2 B w Master King w Parking

A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.

4.98 out of 5 average rating, 168 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

A studio apartment is filled with natural light from large windows, presenting a view of the city skyline. A spacious bed is located next to a white sofa and two accent chairs. Green plants add a touch of nature to the modern interior.

4.9 out of 5 average rating, 134 reviews

Studio by Lake -Close to Central Airport & Station

Other holiday rentals with a pool

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.

4.81 out of 5 average rating, 81 reviews

Welcome to the Heart of Toronto- Steps to Subway

A bright living area features a light-colored sofa with decorative pillows, a wooden dining table with chairs, and a large flat-screen TV. Floor-to-ceiling windows provide views of the city, and natural light fills the space, enhancing the warm tones of the wooden flooring.

4.97 out of 5 average rating, 59 reviews

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

4.92 out of 5 average rating, 52 reviews

Dreamy City Views | High-Rise | Pool & Gym Access

4.83 out of 5 average rating, 23 reviews

Apartment in Yorkville

Heart of Yorkville! Chic, modern, 1 min to Subway

An open-concept living area features a modern kitchen with high-end appliances and a spacious dining table. A comfortable leather couch and a smart TV are visible, while natural light brightens the space through large windows. Neutral tones create a calm atmosphere.

4.95 out of 5 average rating, 81 reviews

Luxury condo 2+2 /free parking on Bay Street

Superhost

Condo in Yorkville

4.81 out of 5 average rating, 52 reviews

Beautiful Yorkville Luxury Condo

4.98 out of 5 average rating, 54 reviews

A bright and airy living area features a comfortable sofa adorned with soft pillows. A light-colored area rug complements the hardwood flooring. Natural light filters through the large windows, which are partially covered by sheer shades. A small table is set nearby, enhancing the space's functionality.

Condo in Yorkville

Condo in Yorkville - Newly Furnished Luxury Unit

An open-concept living area is displayed with a spacious curved sectional sofa and two accent chairs. A glass coffee table sits at the center, while the kitchen features white cabinetry and modern appliances. Large windows provide ample natural light and city views.