Vacation rentals with a pool in Oakville

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Oakville

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Downtown Toronto

4.96 out of 5 average rating, 45 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

4.85 out of 5 average rating, 40 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 favorite

Home in The Beaches

4.99 out of 5 average rating, 143 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 favorite

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 favorite

Apartment in Mississauga

4.96 out of 5 average rating, 114 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 favorite

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.

Top guest favorite

Home in Lincoln

4.98 out of 5 average rating, 46 reviews

4 Bedrms, Indoor HotTub, Wineries & Niagara Falls

Gorgeous Piece Of Paradise, Nestled 5 Minutes From Beamsville! This Family Size Home Is In The Heart of Wine Country. 4 Bedrooms, 3 Bathrooms (1 full, 2 half), large, inviting great room & porch with a beautiful view! Relax your body in a Spa hot tub or take a dip in our heated pool. Forget your worries in this spacious and serene space. Nested in the heart of wine country surrounded by wineries and close to Niagara Falls. The property is clean and secluded offering privacy when you want it.

Guest favorite

Guest suite in Lorne Park

4.92 out of 5 average rating, 153 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

4.75 out of 5 average rating, 118 reviews

Sleeps 12 ADULT 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). *ADULTS ONLY. Unfenced pool = RISK to toddlers/non-swimmers. **No parties, events, unregistered guests. ** Pool & Hot Tub close @ 10:30 PM NALOXONE kit avail.

Superhost

Villa in St. Catharines

4.82 out of 5 average rating, 109 reviews

Stunning Waterfront Estate with private beach

This feels like paradise, this feels like home, this truly is 'Harmony by the Lake'. Relax and enjoy this stunning property with 60 feet of private shore line with breathtaking views of Lake Ontario and Toronto Skyline. Imagine the bliss, sitting by the water, with the sounds of nature and serenity as the backdrop. Its conveniently located 1 minute from QEW, 20 minutes from Niagara Falls/Clifton Hill and an hour drive from Toronto. Pool Closed from Oct 15th to April 30th.

Top guest favorite

Home in Erin Mills

5 out of 5 average rating, 17 reviews

Family Oasis with Pool and Hot Tub

Bring the whole family to this great place with lots of room for fun. Enjoy the private backyard with a fenced in pool, trampoline, hot tub, outdoor has fire pit and sitting area. Private parking for two cars. Lots of space to spread out and enjoy. 2 family rooms with tvs, access to laundry, huge kitchen, and large dinning room for family dinners. Family friendly neighbourhood. Restaurants and shopping nearby. Backyard is private and exclusive to you only.

Top guest favorite

Bungalow in Hamilton Beach

4.94 out of 5 average rating, 157 reviews

Lakefront. Pool. Beach. Fire-pit.

A PERFECT COMBINATION OF LOCATION, LUXURY AND LIFESTYLE. This unique, self contained Studio is only steps from the beach and the beach trail. Enjoy unforgettable beach sunrises. This exclusive beach-sand-bar community is centrally located between Toronto and Niagara. It's a hop, skip & a jump to world renowned restaurants, art crawls, fashion, theatre, culture & more. ADULTS ONLY (21>). Long weekends have a 3 night min.