Holiday rentals with a pool in Church-Wellesley

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Top-rated rentals with a pool in Church-Wellesley

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Top Guest favourite
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.
Condo in Entertainment District
4.99 out of 5 average rating, 154 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Enjoy our luxury 3 bedroom [2 queen 1 double bed], 2 bathroom condo, located in the heart of the Entertainment District. The condo is a short walk to many of the city’s most exciting attractions - CN Tower, Rogers Centre, Scotiabank arena, & the Metro Convention Centre. There is plenty of shopping, fine dining and entertainment in the surrounding areas accessible by foot. For our guests pleasure we have designed the condo to be modern, stylish, and relaxing. We look forward to hosting you!

Top Guest favourite
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
5 out of 5 average rating, 128 reviews

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

Guest favourite
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.
Condo in Entertainment District
4.93 out of 5 average rating, 122 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.

Top Guest favourite
The kitchen features modern appliances and a sleek countertop, while a dining table with six chairs occupies the central space. A vibrant artwork adorns the wall, and large windows provide a view of the cityscape, letting in natural light.
Condo in Entertainment District
4.98 out of 5 average rating, 128 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

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 Upper Jarvis
4.87 out of 5 average rating, 94 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.

Superhost
A spacious bedroom is presented with large windows offering panoramic city views. A comfortable bed is complemented by stylish bedding and a decorative throw. A bedside table and lamp enhance the functionality, while a modern chair adds to the overall decor.
Apartment in Church-Wellesley
5 out of 5 average rating, 3 reviews

CN Tower View - 2BR - Free Parking - Pool/Gym

Our spacious 2BR suite is located in the heart of Toronto, with panoramic skyline and CN Tower views. The unit is perfect for international visitors, families, and business travellers. ➜ Located 1 min walk to College/Yonge subway station ➜ Easy access to CN Tower, Metro Toronto Convention Centre, Rogers Centre, Scotiabank Arena, Union Station ➜ View of the CN Tower ➜ 24HR self check-in ➜ 1 FREE parking spot ➜ Walk score of 100 - Excellent! ➜ Transit score of 100 - Excellent!

Top Guest favourite
The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.
Home in The Beaches
4.99 out of 5 average rating, 162 reviews

Year-Round Heated Pool & Hot Tub Family Oasis

Enjoy your own private, year-round heated pool and spa just steps from the lake. Kayaks, volleyball, tennis, and basketball gear are ready for you whenever adventure calls - and when winter arrives, lace up your skates or go for walks on the boardwalk ! Inside, a gourmet kitchen, wood-burning fireplace, and four inviting bedrooms offer a cozy retreat for your entire group. The pool and hot tub are heated to a comfortable 87–102°F, every single day of the year.

Top Guest favourite
A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.
Apartment in Fort York
4.99 out of 5 average rating, 133 reviews

The Fort York Flat

Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators. 

Superhost
Apartment in Downtown Toronto
4.9 out of 5 average rating, 10 reviews

London Studio Designed by Architect

Live Work Studio in heart of downtown Toronto with everything at your door step. This Studio is a gem, designed by an Architect to create the perfect live work environment. This space will inspire you to work with a large work station surrounded with natural light and coffee brewing in a clean built-in kitchen. It's also cozy if you want to relax, pull down the Murphy bed and you literally have everything within arms reach.

Guest favourite
A well-lit living area features two light-colored sofas arranged around a dark coffee table. A television is positioned on a white entertainment unit, with a stylish chandelier above. Large windows with sheer turquoise curtains allow natural light to enhance the hardwood flooring.
Townhouse in West Queen West
4.75 out of 5 average rating, 177 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

KING WEST TRIPLEX Mainfloor unit is overlooking the Park and has a Pool in front, baseball and tennis courts, ping pong table and enclosed Dog Park! Hardwood floors, 12ft ceilings, private parking in the rear and a private back patio. Pets permitted. Two blocks from King and Bathurst, club, bars/patio restaurant district, and grocery store. Long term: Request 31 nights or more to avoid paying an additional 13% tax.

Superhost
A modern living space is featured with a light-colored sofa and vibrant decorative pillows. Large windows provide ample natural light, and a sleek kitchen with red cabinetry is visible in the background. A coffee table sits in the center, adorned with magazines, enhancing the inviting ambiance.
Condo in Entertainment District
4.87 out of 5 average rating, 334 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

Guest favourite
A modern living space features a light-colored sofa adorned with vibrant cushions. A stylish coffee table sits on a geometric rug, alongside a sleek TV console. Large windows provide natural light, with greenery visible through the glass, complementing the minimalist kitchen layout.
Apartment in Downtown Toronto
4.9 out of 5 average rating, 48 reviews

Vibrant City Stay: Patio, Gym, and Pool Access

- Relax in a stylish space with a spacious patio for a city escape - Indulge in lush amenities: gym, pool, sauna, perfect for work and play - Stroll to diverse eateries, vibrant shops, and seamless public transport - Enjoy speedy WiFi and a fully equipped kitchen for a comfortable, modern stay - Book today and uncover ultimate urban relaxation in this elegant hideaway!

Popular amenities for Church-Wellesley rentals with a pool

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

  • Total holiday rentals

    Explore 90 holiday rentals in Church-Wellesley

  • Nightly prices starting at

    Church-Wellesley holiday rentals start at $30 AUD per night before taxes and fees

  • Verified guest reviews

    Over 850 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    80 of Church-Wellesley holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Church-Wellesley rentals

  • 4.7 Average rating

    Church-Wellesley stays receive an average rating of 4.7 out of 5 from guests

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