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
Condo in Entertainment District
4.99 out of 5 average rating, 151 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!

Superhost
Condo in Entertainment District
4.9 out of 5 average rating, 163 reviews

Modern 2 Bd condo near CN tower/MTCC/Rogers Centre

This spacious and modern suite is conveniently located in the heart of Toronto (Front and John Street). It’s situated within the Entertainment District, home to Toronto’s iconic CN Tower (3-5 min walk), Ripley’s Aquarium, Rogers Centre and the Metro Toronto Convention Center (directly across the street). Amenities: Parking Available for Charge Free unlimited high-speed WiFi Smart TVs w/ cable, Youtube & Netflix Fully equipped kitchen Private balcony Rooftop Infinity Pool Gym access & hot tub

Superhost
Condo in Entertainment District
4.86 out of 5 average rating, 132 reviews

Luxury 1BR Executive Condo • Panoramic City Views

★ This stylishly appointed 1BR condo has everything you need: a spacious open-concept layout with high ceilings and hardwood floors throughout; warm, modern décor; a cozy living area with sofa, armchair, and large flat-screen TV; dining table that seats 3; sleek kitchen with stainless steel appliances; dedicated workspace; comfortable queen bed in the bedroom; bathroom with shower/tub combo; in-suite washer/dryer; high-speed internet; breathtaking panoramic views of Toronto; and an A+ location!

Top Guest favourite
Condo in Yorkdale
5 out of 5 average rating, 117 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
Condo in Fort York
4.97 out of 5 average rating, 131 reviews

Lux Waterfront Condo by Rogers -IndoorPool-Parking

This lakeside condo is designed to give you a 5-star experience. Upon entrance you are greeted with champagne and a gift basket! Steps away from the main attractions. Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Budweiser Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, and more! Enjoy your 5-star stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

Guest favourite
Condo in Discovery District
4.93 out of 5 average rating, 14 reviews

Amazing View in High-rise Condo

An upscale condo w free parking in core downtown Toronto. Great view of the CN tower, Dundas square & financial district! The condo is bright, spacious and well located at Elm st known for good bars and restaurants. Perfect for professionals & travelers. Walking distance to: Eaton Centre & Dundas sq & Subway- 5 mins Ryerson Uni- 2 mins Grocery and cafes- in front This listing has over 100 reviews, you can find the duplicate listing in the cohost profile or message me to guide you there.

Top Guest favourite
Home in The Beaches
4.99 out of 5 average rating, 154 reviews

Heated Pool-tub Open 365 Days

Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Top Guest favourite
Loft in Liberty Village
4.96 out of 5 average rating, 105 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.

Top Guest favourite
Condo in Upper Jarvis
5 out of 5 average rating, 35 reviews

1 BR Downtown w/Pool & Gym Near Subway & Hot Spots

🌇 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
Condo in Harbourfront
4.93 out of 5 average rating, 174 reviews

Modern High-Floor Luxury w/ Balcony, Near CN Tower

Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

Superhost
Condo in Discovery District
4.9 out of 5 average rating, 31 reviews

Lavish 1 Bed+Den Condo in Downtown Toronto

Experience urban luxury in this stylish 1-bedroom plus den condo in downtown Toronto. Enjoy a modern living area with floor-to-ceiling windows, a fully equipped kitchen, and a comfortable bedroom with a queen-sized bed. The versatile den serves as a workspace or additional sleeping area. Located in a vibrant neighbourhood with easy access to dining, shopping, and entertainment options. Amenities include a pool, gym, jacuzzi and a sauna.

Top Guest favourite
Apartment in Fort York
4.99 out of 5 average rating, 123 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. 

Popular amenities for Church-Wellesley rentals with a pool

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

  • Total rentals

    100 properties

  • Nightly prices starting at

    $15 AUD before taxes and fees

  • Total number of reviews

    790 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

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