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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Top Guest favourite

Apartment in Downtown Toronto

4.98 out of 5 average rating, 43 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

The most exclusive condo where you can set the vibe by changing all the lights to your favourite colour. The perfect getaway and a home away from home. Immerse yourself in this two bedroom, two washroom Airbnb, with the perfect view of the CN Tower, lake and city skyline from the private balcony. Enjoy one of the only rooftop pools/terrace with unparalleled views of the city and cabanas/sun beds available to all guests, with everything you need to make your stay exceptional. Best location in TO

Superhost

Home in Aldershot

4.86 out of 5 average rating, 37 reviews

Four seasons Pool Retreat

6 bedrooms, 4 washrooms, pool, large, kitchen and family room. Mins from lake, restaurants, shopping, bars, cafes and so much more. Central, yet quiet neighbourhood. Relax and Enjoy our indoor pool available year long. Fully equipped kitchen and family room perfect for a large family. Comfortably sleep in our high-end mattresses in a thought-through decorated home. Hosting has been my passion. Super host 6 years in a row we plan to offer you the same comfort we have provided guests over years

Top Guest favourite

Home in The Beaches

4.99 out of 5 average rating, 137 reviews

Heated Pool-tub Open 365 Days

** 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

Home in Aldershot

4.93 out of 5 average rating, 29 reviews

Holiday Retreat with Pool

This unique place has a style all its own. Minutes from lake, steps from restaurants, shopping, bars, cafes and so much more. Central, yet quiet neighbourhood. Relax and Enjoy our large backyard and the pool with family. Our fully equipped kitchen and kitchenette for a large family. Comfortably sleep in our high-end mattresses in a thought-through decorated home. Hosting has been my passion. Super host 6 years in a row we plan to offer you the same comfort we have provided guests over years!

Top Guest favourite

Apartment in Mississauga

4.95 out of 5 average rating, 107 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.

Top Guest favourite

Home in Central Etobicoke

5 out of 5 average rating, 10 reviews

Luxe Haven Heated Pool Sauna Gym

Welcome to our luxurious 4-bedroom estate, perfect for families, friends, or couples. Enjoy a heated pool, private gym, and sauna for ultimate relaxation. Unwind in premium massage chairs and cook in the gourmet kitchen with high-end appliances. Elegant living spaces, high-speed Wi-Fi, smart TVs, and a state-of-the-art sound system ensure comfort and entertainment. Fresh linens, towels, and toiletries are provided .This luxurious retreat is more than just a place to stay – it's an experience.

Guest favourite

Guest suite in Lorne Park

4.91 out of 5 average rating, 151 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.

Superhost

Bungalow in Burlington

4.74 out of 5 average rating, 117 reviews

Sleeps 12 very private hot tub pool Walk to Lake.

Max 12 ADULTS* - Price varies with # of guests*. (Add correct # for price accuracy.) - Cottage Vibe, Cozy, secluded - POOL June to October - HOT TUB open all year - Ping pong/pool table - AC/furnace. NEW! - BBQ + fuel - Private entrance - Short walk to the lake - Towels: Provided (guests bring beach towels). **No parties, events, unregistered guests. ** Pool & Hot Tub close @ 10:30 PM *ADULTS ONLY. Unfenced pool = RISK to toddlers/non-swimmers. NALOXONE kit avail.

Guest favourite

Villa in North York

5 out of 5 average rating, 11 reviews

Award Winning Designed Home with Sauna + Pool

Winner of the 2023 RESA Home Staging Industry Award, my house was professionally designed to ensure my guests have a 5-star atmosphere to enjoy their stay. It has 3 bedrooms with 4 beds total, as well as 3.5 bathrooms and a sauna. It is fully equipped with everything you'll need including comfortable Fairmont Royal beds, high-speed WiFi, several 4K TV's, spacious rooms and a large backyard in a ravine lot. It has been recently renovated and has a brand new deck to relax on by the pool.

Guest favourite

Apartment in Downtown Toronto

4.94 out of 5 average rating, 126 reviews

5-Star Condo beside CN Tower

Mere steps to Toronto’s most popular attractions including the CN Tower, Ripley’s Aquarium, Rogers Centre, Roy Thomson Hall and the Metro Toronto Convention Centre. Located in the entertainment district at the heart of the city with a wide selection of the finest dining, shopping, night life and entertainment. Amenities including an infinity outdoor rooftop swimming pool and fitness center. Enjoy 5 star welcome from concierge. Great for families, solo adventurers and business travelers!

Guest favourite

Guest suite in Mississauga

4.99 out of 5 average rating, 139 reviews

Modern Luxe Flat • Near YYZ Airport & Downtown T.O

MSG FOR DIRECT RATES Welcome to this modern and inviting 1 bed, 1 bath unit that boasts a bright and spacious atmosphere. With an open concept layout, this unit is designed to maximize both comfort and functionality. Located above ground, this unit receives an abundance of natural light that complements the modern aesthetic. Nestled in a tranquil ravine setting, this apartment offers a unique & serene environment that combines the beauty of nature with the comfort of modern living.

Guest favourite

Guesthouse in Caledon

4.86 out of 5 average rating, 42 reviews

Caledon rural apartment with hot tub and pool

Come and enjoy the outdoors in a peaceful modern apartment in rural Palgrave. 6 minutes from Caledon Equestrian Park. Owners live on property and we don’t allow permit parties or events of any size. 2 Bedrooms, each with luxury king beds and bedding. Spa shower and toiletries. Apartment is self contained. No pets allowed and no smoking inside, shared use of heated salt water pool (open June 1st to Sept 30) and hot tub. No weddings, parties, or showers allowed