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

“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!

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.

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 !

The Fox's Retreat - A Cozy Cabin for Two
Escape to this open concept cabin in Flamborough, Ontairo. Get to Flamborough Downs Casino and Racetrack, McMaster University, African Lion Safari, Valens and Christie's Conversation Areas, Westfield Heritage Village, and Dundas Waterfalls and multiple Golf Courses in under 15 minutes. Modern amenities provide all the comforts necessary for a relaxing stay, quiet remote work, or a unique space to get wedding ready.

Backyard Oasis Guesthouse.
POOL IS OPEN Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

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.

Private 1 bed/1.5 bath in-law suite in a house!
Our 1-bedroom, 1.5-bathroom Airbnb in-law suite near Toronto Pearson Airport offers comfort and convenience. Private entrance, massage chair, sauna, and garden view make it an ideal choice. Just 20-25 minutes to downtown attractions, close to Woodbine Casino, high-end shopping, and a walking distance to the Humber River recreational trail. Your perfect Toronto retreat awaits you!
Popular amenities for Brampton rentals with a pool
House rentals with a pool

3 bedroom home close to downtown with Pool!

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

Vacation Spa Retreat! Sauna, pool, gym

Luxury Spa Escape with Pool & Jacuzzi

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

Comfortable &Stylish 4BD Stay Near Toronto Airport

Swimming pool, king size bed. Our oasis.

Victorian Charm – Prime FIFA Base in King West
Apartment rentals with a pool

Luxury 2BR Condo w/ Skyline Views & Balcony

Downtown Markham Unionville

Stylish Downtown Toronto Condo + Free Parking

Fort York- Lake View Studio Condo + Indoor Parking

Charming Condo w Parking, CN Tower View & Pool

Artsy and Comfy Home with a View

Luxury Downtown Condo For 4 (CN Tower Views)

Closest condo to Rogers Centre/CN tower in Toronto
Other holiday rentals with a pool

The King's Rest

Stylish Downtown Toronto Condo | Lakeside Living

Luxury 2.5Br-2Bath 1 Prk Condo SQ1 Striking Views

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

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

Sky-High 2BR/2BA Condo | Best City Views+Parking

Urban Escape • High-Rise • SQ1• Free Parking

The Garden Loft at Willow Pond
When is the best time to visit Brampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £59 | £60 | £56 | £54 | £55 | £65 | £66 | £71 | £62 | £59 | £59 | £59 |
| 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 Brampton

Total holiday rentals
Explore 100 holiday rentals in Brampton

Nightly prices starting at
Brampton holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 1,000 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
90 of Brampton holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Brampton rentals

4.6 Average rating
Brampton stays receive an average rating of 4.6 out of 5 from guests
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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
- Snow Valley Ski Resort
- Trinity Bellwoods Park
- Massey Hall
- Enercare Centre
- Casa Loma
- Yorkdale Shopping Centre
- Wilfrid Laurier University
- York University
- Elora Gorge





