
Holiday rentals with a pool in Church-Wellesley
Find and book unique homes with a pool on Airbnb
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!

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.

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

The Farmer's Cottage
Welcome to The Farmer's Cottage! This 22nd-floor, 2-bedroom (king, double & pull-out couch) corner unit offers stunning views of Toronto. Steps from Trillium Park, Exhibition Place & Budweiser Stage. Close to CN Tower, Rogers Centre & Fort York. Features a full kitchen, dining table for 4, living room with tv, in-unit laundry & a 4-piece bathroom. Building amenities include an indoor pool, gym, rooftop BBQ area, hot tub, & parking for 1 vehicle. Perfect for city adventures or relaxing stays!

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.

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.

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub
Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

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.

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.

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

Luxury House with a Bright Sunroom & a heated pool

newly renovated, close to airport, washer/dryer

Cozy 2 bed Condo Near Scotiabank/Rogers/Union

Seraya Wellness Retreat

Award Winning Luxury Home with Heated Pool + Sauna

Luxury Spa Escape with Pool & Jacuzzi

Modern Custom Built Walkout to Marble Pool Game RM

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

Beautiful Condo Across CN Tower and MTCC

Lux Waterfront Condo Pool Hot Tub Free Parking

Luxury Condo with FreeParking. CN Tower Lake View

Charming Condo w Parking, CN Tower View & Pool

Luxury Downtown Condo For 6 (Near CN Tower)

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Luxury King Bedroom+Den Condo + 1 Free Parking

SpectacularPenthouse VIEWS/ POOL /free Parking
Other holiday rentals with a pool

City Views & Relaxation: Pool, Gym, Prime Location

London Studio Designed by Architect

City center/luxury amenities condo in Yorkville

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

Stylish 1 Bed+Den Condo in Downtown Toronto

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

Presidential 2BR+Office in coveted Yorkville

Yorkville Skycrest Penthouse | King Bed | Gym+Pool
When is the best time to visit Church-Wellesley?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $98 SGD | $95 SGD | $106 SGD | $109 SGD | $130 SGD | $110 SGD | $141 SGD | $110 SGD | $109 SGD | $94 SGD | $94 SGD | $104 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 90 holiday rentals in Church-Wellesley

Nightly prices starting at
Church-Wellesley holiday rentals start at $25 SGD 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
Destinations to explore
- House rentals Church-Wellesley
- Rentals with a fireplace Church-Wellesley
- Rentals with a washing machine and dryer Church-Wellesley
- Flat rentals Church-Wellesley
- Family-friendly rentals Church-Wellesley
- Pet-friendly rentals Church-Wellesley
- Fitness-friendly rentals Church-Wellesley
- Rentals with outdoor seating Church-Wellesley
- Rentals with a sauna Church-Wellesley
- Apartment rentals Church-Wellesley
- Rentals with a patio Church-Wellesley
- Rentals with breakfast Church-Wellesley
- Rentals with a hot tub 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
- 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
- Financial District
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Downsview Park




