
Holiday rentals with a pool in Brampton
Find and book unique homes with a pool on Airbnb
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 €17 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 30 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

4.7 Average rating
Brampton stays receive an average rating of 4.7 out of 5 from guests
Top-rated rentals with a pool in Brampton
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

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

Zen Oasis: Pool, Koi-Pond, Pool Table | 20 min YYZ
Enjoy a beautiful retreat featuring a private swimming pool and an incredible backyard—perfect for lively dinners, and unforgettable get-togethers. Located in the heart of Brampton, you’ll be close to local attractions, and just 20 minutes from Pearson Airport. The property also features a tranquil koi pond, Gaming room/bar and outdoor BBQ area with covered patio, creating a relaxing oasis where comfort, fun, and convenience come together. Relax with the whole family at this peaceful place.

“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”

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.

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.

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.

The Captain's Cottage at Willow Pond
You will have your own private one bedroom cottage on our 17 acre property. Your countryside getaway can be as quiet or as busy as you make it. You will have access to our tennis court, swimming pool, hot tub, gazebo, pond, garden and woodland trails. Adults are welcome to use the exercise studio. There is a flock of heritage chickens, guinea hens and quail who lay beautiful eggs for your breakfast. We also have bees who produce delicious honey for our guests.

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.

Toronto Pool Retreat
Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.

🔥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.
Popular amenities for Brampton rentals with a pool
House rentals with a pool

Luxury Spa Escape with Pool & Jacuzzi

Modern Toronto Home w/ Pool, Hot Tub, Sauna | 4BR

Luxury 4BR Designer Retreat with Heated Wave Pool

Comfortable &Stylish 4BD Stay Near Toronto Airport

Indoor Pool & Hot Tub Villa | Sleeps 14

Wedding & Group • 8-BR • Heated Pool •Resort Style

Poolside Escape on a Huge Lot

King West Studio – TIFF, Dining & Nightlife
Apartment rentals with a pool

Luxury 2BR Condo w/ Skyline Views & Balcony

**30%OFF** Lake view property ❤️ of downtown

Modern 1+Den condo steps away from CN Tower & Lake

Humber Bay Family Friendly condo w Terrace&Parking

FIFA Venue|BMO field|Luxury Condo with FreeParking

Stylish Downtown Toronto Condo + Free Parking

Artsy and Comfy Home with a View

Luxury Downtown Condo For 6 (Near CN Tower)
Other holiday rentals with a pool

The King's Rest

Waterfront Condo | Lakeview Escape | Free Parking

Modern Luxe Living – Walk to Square One & Transit

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

CN Tower Views, Indoor Pool & Gym Condo

Sky High Luxe Stay | SQ1 | LakeView | Gym Pool Pkg

private backyard SPA oasis in Toronto

Hidden Gem of Thornhill (Ravine+Pool+Hot tub)
When is the best time to visit Brampton?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €69 | €70 | €65 | €72 | €81 | €86 | €76 | €82 | €72 | €68 | €69 | €69 |
| 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 |
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- 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
- Toronto Zoo
- Nike Square One Shopping Centre
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Snow Valley Ski Resort
- Elora Gorge
- Massey Hall
- Sheppard–Yonge Station
- York University
- Enercare Centre
- Coca Cola Coliseum





