Holiday rentals with a pool in Church-Wellesley

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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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Top Guest favourite
A spacious living room features a modern sectional sofa with decorative pillows, accompanied by a round coffee table atop a patterned area rug. Large windows offer skyline views, while vibrant artwork adorns the wall, adding a pop of color to the neutral decor.
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 modern living area features a dark sofa with decorative cushions, positioned beside a glass-top dining table and a small plant. Natural light filters through large windows, illuminating the space, while a framed world map adds a touch of elegance to the wall.
Condo in Entertainment District
4.93 out of 5 average rating, 205 reviews

Stylish 1BR/2 bed CN Tower view, Free Parking

Centrally located on 20 John Street. The Rogers Centre, MTCC and CN Tower are right across the street! Walking distance to Financial District, Union Station, bars, Scotia Bank Arena, with easy access to the 401 & more! The space has 10 foot ceilings and windows, with a south view of the CN Tower. Parking space included! This unit is on the quiet LOFT side of building. Other listings may seem similar, but if it’s on the tower side, it’s much busier and elevators may have a longer wait.

Top Guest favourite
A modern living area features a spacious sofa arranged around a glass coffee table, with light streaming through large floor-to-ceiling windows. The open layout connects to a dining area with stylish seating and a kitchen, showcasing sleek cabinetry and contemporary appliances.
Loft in Liberty Village
4.96 out of 5 average rating, 113 reviews

Corner Unit in Liberty Village (Parking + Balcony)

Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

Guest favourite
A contemporary kitchen area features sleek cabinetry with a bright red backsplash, complemented by stainless steel appliances. A dining table with tall chairs is positioned for meals or work, while natural light streams through a large window, offering a view of the exterior.
Condo in Entertainment District
4.89 out of 5 average rating, 104 reviews

Entire Unit - Modern 2 BR Condo near CN Tower

PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. Please note that gym is currently closed for renovation this month. Welcome to our modern 1+1 bedroom (den is open-concept but well secluded) 1 bath condo. Enjoy a stylish experience at this centrally located place! The suite is located right across CN Tower, Rogers Centre, Metro Convention, and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto within walking distance.

Top Guest favourite
Condo in Upper Jarvis
5 out of 5 average rating, 43 reviews

Boutique 1BR | Parking•Walk to Subway | Gym•Sauna

🌇 Discover refined comfort and effortless convenience in your exclusive urban retreat in downtown Toronto: • Steps from two subway lines – seamless access to the city • Exclusive amenities – gym, outdoor pool, hot tub, and summer BBQ terrace • Fully furnished with all essentials – simply arrive with your suitcase • Prime location – minutes from Yonge Street, the Village, Eaton Centre & more • Ideal for extended stays – perfect for professionals, students, or long-term guests

Guest favourite
Apartment in Entertainment District
4.92 out of 5 average rating, 122 reviews

Cozy Condo Next to CN Tower

Experience the best of Toronto in our modern one-bedroom plus one sofa bed condo, ideally located in the vibrant heart of the city. Enjoy breathtaking views from a high floor, offering a perfect retreat for urban explorers and business travelers. With easy access to top attractions, including the iconic CN Tower, and excellent commuting options, our condo combines comfort with convenience, making it the ideal base to discover Toronto's charm and energy.

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.
Apartment in Harbourfront
4.92 out of 5 average rating, 147 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!

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, 135 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. 

Guest favourite
An open-plan living area features a glass dining table with transparent chairs. A cozy seating area is visible with natural light filtering through large windows. The kitchen is equipped with modern appliances and finishes, providing an inviting space for meals and relaxation.
Condo in Entertainment District
4.82 out of 5 average rating, 109 reviews

Entire Unit - CN Tower View - Lux. 1 BR DT Condo

PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. A 10 ft ceiling modern and stylish condo offering stunning CN Tower views. The suite is located right across CN Tower, Rogers Centre, Metro Convention and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto, enjoy sports events, or attend meetings within walking distance. We provide Wifi, Cable TV , washer/dryer, and paid parking.

Guest favourite
Condo in Downtown Toronto
4.96 out of 5 average rating, 24 reviews

Elegant King Suite w/ Skyline Views, Pool & Gym

- Indulge in the comfort of a king bed with premium bedding and natural lighting - Access amenities like pool, gym, and stunning views from the city-facing balcony - Stroll to shopping, dining, and iconic sights; perfect for exploring energetic life - Equipped kitchen with essentials; ideal for travelers needing a home-like experience - Make your reservation today and enjoy a seamless stay full of luxury and convenience!

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, 337 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

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 $28 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, Wifi 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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