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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.

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Condo in North York

4.8 out of 5 average rating, 325 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

In the heart of Midtown (close to downtown), this is a modern 2 Bedroom, 2 Bathroom, 900 square foot loft, in a high rise building. My place is perfect for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets) are welcome too! The condo is in pristine condition with a fully equipped kitchen, living area, two comfy beds, two full piece washrooms and a balcony with all the luxuries and amenities you need. My spot is close to Underground Subway Train Station - Yellow Line, 24/7 Bus Accessible, Yonge Street, 24 hour restaurants, 24 hour grocery store, Bars, Clubs, Restaurants, Movies, Highway 401. There is no shortage of things to do around here. Thank you for considering staying with me during your visit to Toronto. Whether you're coming for business, pleasure, or to visit family, I think you will tremendously enjoy my suite and my neighborhood.

Guest favourite

Home in The Beaches

4.99 out of 5 average rating, 121 reviews

Heated Pool-Hottub Open 365 Days+Mid Week Specials

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favourite

Guesthouse in Brampton

5 out of 5 average rating, 31 reviews

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor 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. Pool is closed for season. Will re-open May 20, 2025.

Condo in Downtown Toronto

4.92 out of 5 average rating, 130 reviews

Modern 2 Bd condo near CN tower/MTCC/Rogers Centre

This spacious and modern suite is conveniently located in the heart of Toronto (Front and John Street). It’s situated within the Entertainment District, home to Toronto’s iconic CN Tower (3-5 min walk), Ripley’s Aquarium, Rogers Centre and the Metro Toronto Convention Center (directly across the street). Amenities: Parking Available for Charge Free unlimited high-speed WiFi Smart TVs w/ cable, Youtube & Netflix Fully equipped kitchen Private balcony Rooftop Infinity Pool Gym access & hot tub

Condo in Mississauga

4.87 out of 5 average rating, 107 reviews

Mississauga sq1 lovely 1 bedroom condo with pool

lovely 1 Bedroom condo with 1 undergroud parking parking. centrally located in downtown Mississauga, A shopping mall with hundreds retail stores, bankings, Restaurants bars and night clubs and within a kilometre to a central highway. ~20 minute drive to DT toronto. ~15 Minutes drive to airport. Some highlights within walking distances include: ~Moxie's Grills and bar ~REDS ~All stars Wings & Ribs ~Scaddabush Italian Kitchen and Bar ~Jack Astors Bar& Grill ~ Chinese Restaurants ***No party

Villa in North York

4.94 out of 5 average rating, 134 reviews

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.

Guest favourite

Condo in Davisville Village

4.93 out of 5 average rating, 252 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Guest favourite

Guest suite in Lorne Park

4.91 out of 5 average rating, 150 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. In the heart of Lorne Park in S. Mississauga, the apartment is built on the upper floor of a house with a separate entrance from the rear. 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. A lot of our guests are repeat guests. No smoking property.

Guest favourite

Rental unit in Caledon

4.94 out of 5 average rating, 79 reviews

Separate apartment with pool, on golf course.

This is a comfortable, newly renovated studio apartment with separate entrance and private inground pool. It is decorated with Restoration Hardware furniture, features a fully-functioning kitchen, and access to a patio with outdoor barbeque. It is nestled in a tranquil setting on the back of the Caledon Woods golf course with easy access to highways leading to Toronto, Pearson International Airport (30 minutes), and the Caledon Equestrian Park (5 minutes).

Rental unit in Burlington

4.79 out of 5 average rating, 122 reviews

Quiet 2-bdrm, family-friendly apt with cont. bfast

Welcome to Pjila'si Home (Mi'kmaq word meaning Welcome, come in and sit down is prounced ep' ee-laa-chi). Great basement apartment, conveniently-located within a 15-minute drive of the beach, forests, farms and the mall. Less than an hour of Niagara Falls, Canada's Wonderland, 5 airports, and downtown Toronto. Continental Breakfast fixings included in your stay which includes pastries, cereal, juice, cheese, fresh fruit, coffee and tea.

Rental unit in Milton

4.81 out of 5 average rating, 108 reviews

Backyard Oasis Guesthouse.

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. NOTE:POOL IS CLOSED FOR THE SEASON

Guest favourite

Condo in Fort York

4.98 out of 5 average rating, 109 reviews

Artsy and Comfy Home with a View

This 670 sqft, 1 Bed+Den, 1 Bath has 9 foot ceilings and a spacious layout, plus: ▶︎ Free underground parking ▶︎ Streetcar direct to Union Stn, Bathurst Stn, Spadina St ▶︎ Restaurant-cafe downstairs, grocery store within 100m ~ 5-min walk: Loblaws, Starbucks, LCBO, Stackt Market, Farm Boy, BBT ~ 15-min walk: King St dining/nightlife, Queen St shopping... Rogers Center, Budweiser Stage, Canadian National Exhibition (CNE)... and more.

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Popular amenities for Brampton rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Guest favourite

Home in Mississauga

5 out of 5 average rating, 5 reviews

6 Bedroom Luxury House with a Bright Sunroom

Home in Aldershot

4.89 out of 5 average rating, 18 reviews

Four seasons Pool Retreat

Guest favourite

Home in Milton

5 out of 5 average rating, 16 reviews

Scotch Block-Cottage in the City

Home in Brampton

4.79 out of 5 average rating, 14 reviews

Cheerful 3 Bedrooms Available for Renting!

Guest favourite

Home in Bolton

4.84 out of 5 average rating, 31 reviews

Big House 7 Beds with Pool, BBQ, and Pool Table

Guest favourite

Home in Aldershot

4.92 out of 5 average rating, 25 reviews

Holiday Retreat with Pool

Guest favourite

Home in Cooksville

5 out of 5 average rating, 13 reviews

The Retreat

Guest favourite

Home in Niagara

4.91 out of 5 average rating, 293 reviews

King West Victorian Studio Gem

Condo rentals with a pool

Guest favourite

Condo in Downtown Toronto

4.93 out of 5 average rating, 209 reviews

College Park :2Bd+2bth + Free parking

Guest favourite

Condo in Unionville

4.92 out of 5 average rating, 106 reviews

Downtown Markham Unionville

Condo in Downtown Toronto

4.89 out of 5 average rating, 153 reviews

1 bdrm Condo across CN Tower at 39 FLR Stun. View

Guest favourite

Condo in Fort York

4.96 out of 5 average rating, 126 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

Guest favourite

Condo in Fort York

4.89 out of 5 average rating, 408 reviews

Lakeside Condo Studio In Downtown Toronto

Guest favourite

Condo in Toronto

4.93 out of 5 average rating, 145 reviews

SPECTACULAR SUITE IN HUMBER BAY SHORES TORONTO!

Guest favourite

Condo in Downtown Toronto

4.98 out of 5 average rating, 117 reviews

Trendy King West townhome

Guest favourite

Condo in Downtown Toronto

5 out of 5 average rating, 114 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

Quick stats about holiday rentals with a pool in Brampton

Total rentals
100 properties
Total number of reviews
960 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with dedicated workspaces
60 properties have a dedicated workspace
Wi-Fi availability
100 properties include access to Wi-Fi

Destinations to explore