
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.

Luxurious 2 bdr suite near SQ1, UTM, parking/pool
Fully renovated 2 bedroom walkout basement modern suite(1,100 sqft), increased in size windows, feels like ground floor, 20x30 swimming pool. 3 minutes to UTM. This home is in a quiet, peaceful neighborhood that offers access to scenic walks and parks nearby. 2 minutes to HWY. DWTN Toronto and DWTN Mississauga is close which makes dining at great restaurants, browsing boutique shops, shopping malls and general sightseeing both easy and convenient. Pool/seasonal/notHeated LICENSE# 2022-000188-STA
4.96 out of 5 average rating, 123 reviews
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.
4.92 out of 5 average rating, 197 reviews
Full apt on Upper floor near HWY - S Mississauga
Get the privacy & convenience of a hotel and comfort of a home. Many of our guests are repeat guests as they find a lot of value in staying here. In Lorne Park in S. Mississauga, the apartment is on the upper floor of a house with a separate entrance. One minute to QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. No smoking please.
4.92 out of 5 average rating, 174 reviews
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
4.99 out of 5 average rating, 168 reviews
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!
4.95 out of 5 average rating, 356 reviews
“CasaDeLeon”- Modern and cozy Lakeview guesthouse
Forget your worries in this quiet,, 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. IMPORTANT: You MUST read “Other Details To Note”
4.89 out of 5 average rating, 116 reviews
Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
Welcome to this exquisite 2-bedroom 2 bathroom condo, a blend of modern sophistication and breathtaking views. Nestled in the heart of downtown Mississauga this private-corner unit is everything you’re looking for. Everything in this unit is brand new. Cleanliness and providing a 5 star stay is our priority. All necessities are provided to make you feel at home. Amenities are available to all guests including a gym, pool, hot-tub, sauna, yoga room, music room, game room and much more.
4.9 out of 5 average rating, 170 reviews
Luxury 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 !
4.99 out of 5 average rating, 187 reviews
Spacious, Pet Friendly Basement Apartment
Quiet, pet-friendly private basement suite designed for comfort and easy stays. Features a queen bed, sofa bed, fully equipped kitchen, dining area, in-suite laundry, free Wi-Fi, and complimentary coffee & tea. Guests enjoy a shared backyard with a seasonal pool and barbecue in summer. Loved for its privacy and comfort while being steps from a park, grocery store, pharmacy, bank, and nearby restaurants—perfect for short or extended stays.
4.76 out of 5 average rating, 119 reviews
🔥Charming 1 BR Condo🔥 Steps To Square One!👌
This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. Located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.
4.85 out of 5 average rating, 276 reviews
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.
4.9 out of 5 average rating, 136 reviews
The Snug Oasis - Woodstock (Near Airport)
Make some memories at this enchanting, family-friendly ranch style estate. Welcomed by old Oak trees and classic stone facades, your suite is on the ground floor. A warm wooden chamber abundant in antique charm, it overlooks the gorgeous garden and resort size pool. Birds chirping, bunnies visiting; nearby restaurants and poolside barbecues make it the perfect retreat!
4.97 out of 5 average rating, 122 reviewsPopular amenities for Peel rentals with a pool
House rentals with a pool

Casa Meya – Toronto Poolhouse Villa
4.91 out of 5 average rating, 107 reviews
Toronto Pool Retreat
4.86 out of 5 average rating, 111 reviews
Cozy Fall Escape | HotTub + Fire Pit + River
4.96 out of 5 average rating, 134 reviews
King West Studio – TIFF, Dining & Nightlife
4.91 out of 5 average rating, 347 reviews
Indoor Pool & Hot Tub Villa | Sleeps 14
4.96 out of 5 average rating, 25 reviews
Comfortable &Stylish 4BD Stay Near Toronto Airport
4.85 out of 5 average rating, 52 reviews
Indoor Pool • Hot Tub • Heated Dome • 40 min GTA
4.76 out of 5 average rating, 34 reviews
Oakwood Haven
4.93 out of 5 average rating, 30 reviewsCondo rentals with a pool

Prime location • Amazing views • FREE parking
4.96 out of 5 average rating, 101 reviews
Luxury Downtown Condo For 4 (CN Tower Views)
4.94 out of 5 average rating, 129 reviews
Luxury Downtown Condo For 6 (CN Tower View)
4.98 out of 5 average rating, 129 reviews
Central downtown condo next2 CNtower+free parking
4.85 out of 5 average rating, 106 reviews
Stylish Downtown Toronto Condo + Free Parking
4.98 out of 5 average rating, 225 reviews
Corner of LOVE
4.93 out of 5 average rating, 130 reviews
Beautiful Condo Across CN Tower and MTCC
4.84 out of 5 average rating, 167 reviews
Luxury Downtown Condo For 6 (Near CN Tower)
4.97 out of 5 average rating, 192 reviewsOther holiday rentals with a pool

Bright and Airy Guest Suite with Pool
5.0 out of 5 average rating, 126 reviews
Canadiana Downtown Condo w/King Bed + Free Parking
4.92 out of 5 average rating, 184 reviews
Sunset Retreat | 2BR/2BA | CN Tower View + Parking
5.0 out of 5 average rating, 4 reviews
The King's Rest
5.0 out of 5 average rating, 45 reviews
Private 1 bed/1.5 bath in-law suite in a house!
4.93 out of 5 average rating, 95 reviews
Stunning Toronto view! Guest Favourite w/ parking!
4.9 out of 5 average rating, 82 reviews
Hidden Gem of Thornhill (Ravine+Pool+Hot tub)
4.9 out of 5 average rating, 83 reviews
1 Bedroom-King bed with parking steps to the lake
5.0 out of 5 average rating, 11 reviewsDestinations to explore
- Family-friendly rentals Peel
- RV rentals Peel
- Rentals with beach access Peel
- Boutique hotels Peel
- Rentals with a kayak Peel
- Rentals with an accessible height bed Peel
- Townhouse rentals Peel
- Aparthotel rentals Peel
- Rentals with an accessible height toilet Peel
- Hotel rooms Peel
- Rentals with a soaking tub Peel
- Beachfront rentals Peel
- Waterfront rentals Peel
- Rentals with a sauna Peel
- Apartment rentals Peel
- Bed and breakfasts Peel
- Farmstay rentals Peel
- Condo rentals Peel
- Villa rentals Peel
- Rentals with a hot tub Peel
- Private suite rentals Peel
- Tiny house rentals Peel
- Rentals with breakfast Peel
- Loft rentals Peel
- Guesthouse rentals Peel
- Ski-in/ski-out rentals Peel
- House rentals Peel
- Pet-friendly rentals Peel
- Rentals with lake access Peel
- Luxury rentals Peel
- Serviced apartment rentals Peel
- Rentals with pools Ontario
- Rentals with pools Canada
- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Nike Square One Shopping Centre
- Toronto Zoo
- Exhibition Place
- Elora Gorge
- Yorkdale Shopping Centre
- Casa Loma
- Sheppard–Yonge Station
- Trinity Bellwoods Park
- York University
- The International Centre
- Enercare Centre
- Coca Cola Coliseum
- Massey Hall
- Things to do Peel
- Cultural tours Peel
- Landmarks Peel
- Tastings Peel
- Art workshops Peel
- Water sports Peel
- Food tours Peel
- Outdoors Peel
- Things to do Ontario
- Cultural tours Ontario
- Food tours Ontario
- Tastings Ontario
- Art workshops Ontario
- Water sports Ontario
- Outdoors Ontario
- Wildlife Ontario
- Landmarks Ontario
- Things to do Canada
- Cultural tours Canada
- Workouts Canada
- Art workshops Canada
- Tastings Canada
- Water sports Canada
- Cooking Canada
- Food tours Canada
- Outdoors Canada
- Architecture Canada
- Wildlife Canada
- Landmarks Canada





