
Vacation 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.

Toronto's Perfect View Apartment
Beautiful apartment with a wonderful view! You will have an unobstructed observation of the Toronto's CN Tower, Yacht Club at the harbor, Toronto City Airport and lake Ontario. Fully equipped gym, swimming pool and roof top terrace. You will be minutes away from most city attractions as well as the Exhibition Place. Book now for an unforgettable stay! Please be sure to check my GuideBook for best selection of restaurants and local business discounts for my guests. Send your inquiry for any info!

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.

Elegant Toronto Lakeview Condo 1+1 w. Free Parking
Step into a world of breathtaking, unobstructed lake views from the private balcony of this executive-style condo. The cozy interior blends comfort and style perfectly. Every inch of this compact space is designed for your convenience and relaxation. Located within walking distance of iconic attractions like Rogers Centre, Scotiabank Arena, Billy Bishop Airport, and the vibrant Entertainment District. Perfect for couples, solo adventurers, business travelers, and families (with kids).

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.

Entire Unit - Modern 2 BR Condo near CN Tower
PLEASE SEND ME A MESSAGE FIRST BEFORE MAKING ANY BOOKING REQUESTS. Please note that gym is currently closed for renovation this month. Welcome to our modern 1+1 bedroom (den is open-concept but well secluded) 1 bath condo. Enjoy a stylish experience at this centrally located place! 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 within walking distance.

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.

Central Condo Across CN Tower
You will have the ENTIRE Unit to yourself and will not share with others. Modern 1 bedroom condo offering stunning lakeview. 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 business meetings within walking distance. We provide Wifi, Cable TV, washer/dryer, and paid parking.

Condo in Heart of Mississauga
Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.
Popular amenities for Church-Wellesley rentals with a pool
House rentals with a pool

Seraya Wellness Retreat

Ravine Paradise ! heated pool and hot tub!

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
Condo rentals with a pool

Lux Spacious 3 Beds w CN Tower View (Free Parking)

Luxury Downtown 2Bed by ScotiaBank Arena + Parking

Beautiful Penthouse with Breathtaking View

Lux Waterfront Condo Pool Hot Tub Free Parking

Luxury Designer Condo, steps to CN tower

Stylish Downtown Toronto Condo with Free Parking

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

Luxury Downtown Condo For 4 (CN Tower Views)
Other vacation rentals with a pool

Condo in Downtown Toronto w/ Lake & CN Tower View

Central Getaway with Pool, Sauna, & Fitness Center

The Snug Oasis - Burrow (Near Airport)

Modern Condo | Breathtaking Views | CN Tower

Luxurious 1 Bed+Den Condo in Downtown Toronto

Luxury Retreat in Yorkville | Pristine Amenities

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

Luxury 2BR - Subway/Pool/Gym/Sauna + Free 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 | ﺩ.ﺇ283 | ﺩ.ﺇ275 | ﺩ.ﺇ308 | ﺩ.ﺇ316 | ﺩ.ﺇ378 | ﺩ.ﺇ320 | ﺩ.ﺇ408 | ﺩ.ﺇ320 | ﺩ.ﺇ316 | ﺩ.ﺇ389 | ﺩ.ﺇ378 | ﺩ.ﺇ316 |
| 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 ﺩ.ﺇ73 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
- Rentals with a fireplace Church-Wellesley
- Family-friendly rentals Church-Wellesley
- Rentals with a sauna Church-Wellesley
- Rentals with a washer and dryer Church-Wellesley
- Rentals with a hot tub Church-Wellesley
- Condo rentals Church-Wellesley
- Rentals with breakfast Church-Wellesley
- House rentals Church-Wellesley
- Pet-friendly rentals Church-Wellesley
- Apartment rentals Church-Wellesley
- Rentals with outdoor seating Church-Wellesley
- Fitness-friendly rentals Church-Wellesley
- Rentals with a patio Church-Wellesley
- Rentals with pools Toronto
- Rentals with pools Ontario
- Rentals with pools Canada
- 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




