
Holiday rentals with a pool in Peel
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Peel
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Victorian Charm – Prime FIFA Base in King West
Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto 23 Min walk BMO Field 15 Mins to TIFF Overlooks Park + Outdoor Public Pool Open Concept 745 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry for long term guests Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District

Apartment in Fort York BMO field walking distance
Welcome to the Waterfront -Historic Fort York Community in Toronto! Enjoy and make yourself comfortable in my gorgeous and cozy apartment in the heart of downtown TO. Just minutes away you can find yourself exploring the Entertainment /Financial District, BMO filed, iconic attractions like CN tower, Rogers Center, Ripley’s Aquarium, and much more. Great location for adventurous individuals, small families, and business people; an awesome location within walking distance to Billy Bishop Airport.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse
YES Hot tub and heated pool are open! Forget your worries in this spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. **25+ ID & waiver req**

FIFA fan zone Pool/HottubFree parking walk to BMO
WALK TO THE WORLD CUP- 3 min walk- Lakeside condo designed to give you a 5-star experience. Upon entrance you are greeted with champagne and chocolate. Steps away from the main attractions .Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Bud Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field! Enjoy your stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor roof top hot tub!

Luxury Stay w/phenomenal view!
Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

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 Trails Retreat (Private Cabin)
Beautifully renovated 2-story private hilltop cabin for romantic getaway, family stay or friends' retreat, experience a taste of the country together. Backed by forest and trails and set away from our family home, minutes to the Bruce Trail, Hockley Ski & Golf Resort, Mansfield Ski Club and charming Orangeville. Enjoy total guest privacy & spectacular sunrises. Guests are welcome to share our heated pool in season:) Add a playful Yoga/Functional Movement class or chef's dinner to your stay!

Separate apartment with pool, on golf course.
Enjoy a newly renovated studio apartment with a private entrance and exclusive access to a serene inground pool. This cozy space is furnished with Restoration Hardware pieces and features a fully equipped kitchen, high-speed WiFi, and a patio with an outdoor barbecue—perfect for remote workers or a peaceful getaway. Situated behind Caledon Woods Golf Course, it’s just 7 minutes from the Caledon Equestrian Park, 30 minutes from Pearson Airport, and close to highways leading to Toronto.

Tranquil Estate Retreat | Pool, Pond on 3 Acres
Escape to a private retreat designed for relaxation, connection, and unforgettable moments in nature. Nestled on a 3 Acre breathtaking estate surrounded by mature trees, peaceful water features, and beautifully landscaped grounds, this exclusive 5 bedroom, 4.5 bath home offers the perfect balance of elegance, comfort, and serenity. Wake up to tranquil pond views, enjoy your morning coffee on expansive sun-filled decks, and spend your days immersed in the beauty of the outdoors.

Bright and Airy Guest Suite with Pool
Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

FIFA: 4BR: 365 Days Open- Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Closest condo to Rogers Centre/CN tower in Toronto
Our stylish condo is right by Rogers Centre and the CN Tower. Enjoy easy walks to the Metro Convention Centre, Ripley's Aquarium, Union Station, and Scotiabank Arena. The neighbourhood offers diverse dining and entertainment options. Access the rooftop infinity pool, cabanas, and gym with city views. 24-hour security ensures a worry-free stay. All essentials are provided for a seamless check-in and a memorable Toronto experience.
Popular amenities for Peel rentals with a pool
House rentals with a pool

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

Vacation Spa Retreat! Sauna, pool, gym

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

Luxury Spa Escape with Pool & Jacuzzi

Luxury Hockley Estate Spa

Comfortable &Stylish 4BD Stay Near Toronto Airport

private backyard SPA oasis in Toronto

Swimming pool, king size bed. Our oasis.
Apartment rentals with a pool

Downtown Markham Unionville

Beautiful Penthouse with Breathtaking View

Stylish Downtown Toronto Condo + Free Parking

Fort York- Lake View Studio Condo + Indoor Parking

Luxurious heart of downtown condo next to CN Tower

Artsy and Comfy Home with a View

Charming Condo w Parking, CN Tower View & Pool

Luxury 1 Bedroom Suite In Heart Of Toronto
Other holiday rentals with a pool

The King's Rest

Stylish Downtown Toronto Condo | Lakeside Living

The Snug Oasis - Burrow (Near Airport)

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

Bright 2BR Walk-Out Suite | 2 Parking | Walk to GO

CN Tower View Penthouse, Pool, Gym, World Cup 2026

The Garden Loft at Willow Pond

Midtown Penthouse - Toronto City Skyline View
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Metro Toronto Convention Centre
- Union Station
- BMO Field
- The Danforth Music Hall
- Downsview Park
- Harbourfront Centre
- Toronto Eaton Centre
- Exhibition Place
- Toronto Zoo
- Scarborough Town Center
- Nike Square One Shopping Centre
- Trinity Bellwoods Park
- Massey Hall
- Enercare Centre
- Casa Loma
- Yorkdale Shopping Centre
- Wilfrid Laurier University
- York University
- Elora Gorge
- Coca Cola Coliseum
- Things to do Peel
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- Art and culture Peel
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- Nature and outdoors Peel
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