
Vacation 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.

Lux Spacious 3 Beds w CN Tower View (Free Parking)
Experience the luxury of our spacious condo with parking in the heart of Toronto. Enjoy breathtaking views of the CN Tower from the rooftop pool and unwind in the sauna, hot tub and steam room. With ample sleeping arrangements, including 1 queen bed and 2 king sofa beds, 2 TVs, this stylishly designed space offers comfort and convenience. The equipped kitchen, CN tower view balcony, and dedicated parking spot enhance your stay. You'll be surrounded by dining, shopping, and entertainment options.

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!

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

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.

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.

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 bed + large den offers stunning city and lake views. This tastefully designed apt. features a wrap-around balcony, 5 beds including a king bed and a queen sofa bed, a fully stocked kitchen & world-class amenities. Enjoy CN Tower views from every bedroom, 100% Egyptian cotton linens & 4K Ultra HD TVs. Starbucks, a gym and a pool with stunning views. Perfect for up to 10 guests.

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.

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!

Beautiful Condo Across CN Tower and 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

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 explore nearby ski trails. 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.

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.

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
House rentals with a pool

Seraya Wellness Retreat

Luxury Spa Escape with Pool & Jacuzzi

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Toronto Pool Retreat

private backyard SPA oasis in Toronto

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

Chic King West Studio – TIFF & FIFA at Your Door

Casa Meya - Toronto Poolhouse Villa
Condo rentals with a pool

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

Beautiful Penthouse with Breathtaking View

Downtown Toronto Condo/Parking/ Sleeps 4/ Balcony

Lux Waterfront Condo Pool Hot Tub Free Parking

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

Luxury 1BR Executive Condo • Panoramic City Views

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
Other vacation rentals with a pool

Condo Fort York Toronto close to Downtown

Central Getaway with Pool, Sauna, & Fitness Center

Luxurious 1 Bed+Den Condo in Downtown Toronto

Steps to CN Tower |1+1BR| with View & Free Parking

Cozy | Standing Desk | By CN Tower | 668Mbps Wi-Fi

The Farmer's Cottage

Private 1 bed/1.5 bath in-law suite in a house!

RogersCenter MTCC 2B2B Lake&CN Tower View Parking
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$16,121 GYD | G$15,703 GYD | G$17,587 GYD | G$18,006 GYD | G$21,565 GYD | G$18,215 GYD | G$23,240 GYD | G$18,215 GYD | G$18,006 GYD | G$22,193 GYD | G$21,565 GYD | G$18,006 GYD |
| 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 vacation rentals with a pool in Church-Wellesley

Total vacation rentals
Explore 80 vacation rentals in Church-Wellesley

Nightly prices starting at
Church-Wellesley vacation rentals start at G$4,187 GYD per night before taxes and fees

Verified guest reviews
Over 810 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
70 of Church-Wellesley vacation 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
Destinations to explore
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Harbourfront Centre
- BMO Field
- Toronto Zoo
- Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Toronto City Hall
- Casino Niagara
- Rouge National Urban Park




