
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.

Amazing View in High-rise Condo
You’ll love waking up to the CN Tower view right from the heart of downtown Toronto. Everything you need is just steps away; restaurants, bars, shops, and the Eaton Centre are around the corner. Bright, spotless unit that feels just like home. Guests mention smooth check-in, walkability, and how much they enjoy ending the day with that skyline view. It comes w fantastic amenities; gym, pool, sauna, hot tub, a pool table and table tennis. Perfect for professionals & travelers. +Free parking!

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

Chic Downtown Condo w/ Private Patio + Parking
Welcome to this stunning, centrally-located 750 sq ft (60m2) one-bedroom sanctuary. This open-concept retreat is steps away from the Village, Yorkville, Yonge St, Ryerson, University of Toronto, and Eaton Centre (mall). Queen-size bed (2022 Endy mattress) Hunter Douglas blackout blinds Large sofa: sleep 1 adult or 2 small Coffee maker: drip and french press Laundry: Ensuite washer and dryer Parking: 1 underground spot WiFi included TVs have apps logged in Grocery store & coffee in building

“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

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.

One Bedroom Condo In Downtown
One Bedroom Furnished, Spacious, Right across from Metro Convention Centre, Skydome/Rogers Centre the home of the Blue Jays, CN Tower, and much more. Whether You are in town for business or pleasure. Enjoy a stylish experience at this centrally located place. Perfect for a couple to enjoy Everything that Toronto has to offer. Steps away from the Union Station, Underground Path, Scotia Arena and much more. Absolutely NO PARTIES! And NO SMOKING! It will Result in Immediate Removal.

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.

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

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.

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!

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.

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.
Popular amenities for Church-Wellesley rentals with a pool
House rentals with a pool

newly renovated, close to airport, washer/dryer

Cozy 2 bed Condo Near Scotiabank/Rogers/Union

Seraya Wellness Retreat

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub

Luxury Spa Escape with Pool & Jacuzzi

Comfortable &Stylish 4BD Stay Near Toronto Airport

Modern Custom Built Walkout to Marble Pool Game RM

Chic King West Studio – TIFF & FIFA at Your Door
Apartment rentals with a pool

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

Beautiful Condo + CN Tower View + Free Parking

Beautiful Condo Across CN Tower and MTCC

Luxury Designer Condo, steps to CN tower

Charming Condo w Parking, CN Tower View & Pool

Luxury Downtown Condo For 4 (CN Tower Views)

Closest condo to Rogers Centre/CN tower in Toronto

Luxury Downtown Condo For 6 (Near CN Tower)
Other holiday rentals with a pool

London Studio Designed by Architect

City Views & Relaxation: Pool, Gym, Prime Location

City center/luxury amenities condo in Yorkville

City-Centric Stay: Relax in Pool, Sauna & Hot Tub

Presidential 2BR+Office in coveted Yorkville

Yorkville Skycrest Penthouse | King Bed | Gym+Pool

Luxury condo 2+2 /free parking on Bay Street

Luxury Condo 2 bed 2 Wash Heart of Yorkville
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £57 | £55 | £62 | £63 | £76 | £64 | £82 | £64 | £63 | £55 | £55 | £60 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
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 £15 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 & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wifi availability
80 of Church-Wellesley holiday rentals include wifi 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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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- Distillery District
- The Danforth Music Hall
- BMO Field
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Financial District
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Downsview Park
- Toronto City Hall




