
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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Luxury 1 Bedroom Suite In Heart Of Toronto
This Chic, Upscale Suite Is A Luxurious Home Base In The Heart Of Toronto's Entertainment District. The Perfect Location If Attending The Toronto International Film Festival (TIFF), And Just Steps To Nearby Venues, such as CN Tower, Rogers Centre, Subways, Restaurants, Shopping, Metro Toronto Convention Centre And Lake Ontario. Everything You Will Need To Have An Amazing Stay Is Included In The Unit! Please NOTE There Is No Parking Included. *The Pool & Sundeck Are Currently Under Construction*

Entire Luxury Condo | Heart of Downtown Toronto
🌆 Downtown Toronto Condo with stunning city views & private balcony ✔ Prime Location– Steps from CN Tower, Ripley’s Aquarium, Harbourfront, Rogers Centre & Yonge Dundas Square ✔ Summer Fun– Festivals, concerts, patios, nightlife & waterfront events ✔ FIFA World Cup– Only 6.6 km from BMO Field ⚽ ✔ Easy Transit– Subway station just 2-minute walk away ✔ Perfect for Any Stay– Great for couples, business trips & extended stays ✔ Modern Comfort– Stylish, relaxing space in the heart of downtown

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 Bedroom + Large Den (3rd Bedroom) offers stunning CITY, LAKE & SUNSET VIEWS. This beautiful apartment features a wrap-around balcony, 5 beds including a king bed, queen sofa bed, and a fully stocked kitchen. Enjoy CN Tower views from every bedroom, 100% Egyptian cotton linens & 4K Ultra HD TVs. Starbucks, a gym and an outdoor rooftop pool with exceptional views. Perfect for up to 10 guests.

Luxury Downtown Condo For 4 (CN Tower Views)
Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.

Luxury Downtown Condo For 6 (CN Tower View)
Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.

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

Stunning Skyline View Condo, Steps to CN Tower
Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Toronto Vacation | ➊ The One Toronto Villa
The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

3Min Walk to Wellesley Station, Museums and Shops
- Comfortable modern apartment with floor-to-ceiling windows and city views - Walk 3 minutes to Wellesley Station or enjoy winter activities nearby - Skate at Queen's Park, explore major museums, and shop at Eaton Centre - You'll have a fully equipped kitchen, fast WiFi, in-unit laundry for longer stays, and parking for winter driving convenience - Ideal for solo travelers or couples looking for a central base to explore the city. - Book now for your perfect stay in downtown Toronto!

6ix Hideaway | Skyline Views | Pool•Hot Tub•BBQ
Step into a quiet, design-forward retreat high above downtown — east-facing skyline views, soft morning light, and a space that feels more like a friend's beautifully kept apartment than a rental. Pool, hot tub, sauna, gym, and rooftop BBQ included. Steps to the subway station, Yorkville, and The Village. A welcome basket on arrival, a curated digital guidebook, and a Superhost Team that's quick when you need us — invisible when you don't. Your downtown hideaway in The 6ix awaits.

Boutique 1BR Downtown | Pool•Hot Tub•Sauna•Parking
Top Guest Favorite — a boutique retreat designed with zen vibes. We are a 7-9 min walk from Wellesley and Sherbourne subway stations for easy excursions in the downtown core. Private balcony with skyline views, full kitchen, in-suite laundry. Plus building amenities most hotels charge extra for: outdoor pool, hot tub, sauna, gym, rooftop patio, and free parking. Long weekends, working weeks, or a FIFA World Cup match at BMO Field (~25 min by car) — this is your downtown base.

High-Floor w/ Balcony | CN Tower | Leafs | Raptors
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!
Popular amenities for Church-Wellesley rentals with a pool
House rentals with a pool

Cozy 2 bed Condo Near Scotiabank/Rogers/Union

Award Winning Luxury Home with Heated Pool + Sauna

Luxury Spa Escape with Pool & Jacuzzi

Toronto Backyard w/ Pool, Hot Tub & Sauna | 4BR

Ravine Paradise ! heated pool and hot tub!

private backyard SPA oasis in Toronto

Victorian Charm – Prime FIFA Base in King West

Casa Meya – Toronto Poolhouse Villa
Apartment rentals with a pool

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

Modern 1+Den condo steps away from CN Tower & Lake

FIFA Fan Zone Pool-Hottub-Free Parking Walk to BMO

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers

Stylish Condo | Walk to BMO Field + Free Parking

Charming Condo w Parking, CN Tower View & Pool

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

Toronto CN Tower 2 Bed 2 B w Master King w Parking
Other holiday rentals with a pool

Luxury 2Bed 2Bath Bay & Bloor FIFA World Cup 2026

Lux amenities/fast WIFI/walking to sub Yorkville

Welcome to the Heart of Toronto- Steps to Subway

Boho HighRise, Heart of City 2Bed2Bath w Pool/Gym

Luxe Cozy Downtown 1BR Condo w/Views&Free Parking

Heart of Yorkville! Chic, modern, 1 min to Subway

Beautiful Yorkville Luxury Condo

Chic Downtown Condo w/ Private Patio + Parking
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $101 SGD | $97 SGD | $110 SGD | $110 SGD | $132 SGD | $111 SGD | $142 SGD | $111 SGD | $110 SGD | $95 SGD | $95 SGD | $105 SGD |
| 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 80 holiday rentals in Church-Wellesley

Nightly prices starting at
Church-Wellesley holiday rentals start at $13Â SGD per night before taxes and fees

Verified guest reviews
Over 860 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
20 properties have a dedicated workspace

Wifi availability
70 of Church-Wellesley holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Church-Wellesley rentals

4.6 Average rating
Church-Wellesley stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Rentals with outdoor seating Church-Wellesley
- Rentals with a hot tub Church-Wellesley
- House rentals Church-Wellesley
- Flat rentals Church-Wellesley
- Fitness-friendly rentals Church-Wellesley
- Rentals with a fireplace Church-Wellesley
- Family-friendly rentals Church-Wellesley
- Rentals with breakfast Church-Wellesley
- Pet-friendly rentals Church-Wellesley
- Rentals with a sauna Church-Wellesley
- Rentals with a patio Church-Wellesley
- Rentals with a washing machine and dryer Church-Wellesley
- Apartment rentals Church-Wellesley
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Enercare Centre
- Metro Toronto Convention Centre
- BMO Field
- The Danforth Music Hall
- Harbourfront Centre
- Nike Square One Shopping Centre
- Distillery District
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Downsview Park
- Niagara Falls State Park
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Financial District
- Niagara Falls
- Museum of Illusions
- York University





