Holiday rentals with a pool in Oakville

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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 favourite

Flat in Oakville

5.0 out of 5 average rating, 11 reviews

Perfect, Peaceful 1 bedroom condo

Enjoy this spacious and quiet and well-lit, 1+ Den condo. Beautiful, serene and spacious, it is perfect for those travelling for work, in need of a productive space, or a peaceful and relaxing vacation. Great for couples looking to explore the Greater Toronto Area. All you need is within 1 km:from major retail centres, grocery stores and restaurants . Walking distance to a local plaza + hiking trails. Boasts a less than 5 minute drive to 3 major highways + only 20 minute drive to Toronto

16–23 Aug

$106 SGD per night

Superhost

Flat in Milton

4.8 out of 5 average rating, 59 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. Please note, swimming pool and upper deck patio is not available till May, as it’s winter. Thanks

11–18 Jun

$119 SGD per night

Guest favourite

Flat in Mississauga

5.0 out of 5 average rating, 38 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.

6–13 Mar

$178 SGD per night

Guest favourite

Home in Burlington

4.8 out of 5 average rating, 5 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 5 years in a row we plan to offer you the same comfort we have provided guests over years

14–21 Sep

$428 SGD per night

Guest favourite

Guest suite in Mississauga

4.92 out of 5 average rating, 132 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 the 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. Swimming pool is closed for the season. No smoking property.

25 Aug – 1 Sep

$161 SGD per night

Guest favourite

Guest suite in Oakville

4.85 out of 5 average rating, 176 reviews

LL*1 BR Suite*Wi-fi*Parking*Near Lake

Our guest suite is licensed by Town of Oakville & 1 BLOCK AWAY FROM THE LAKE. New Flooring, Luxurious and spacious suite with ABOVE GRADE WINDOWS, heated flooring, bathroom, WIFI, Kitchenette &50” smart TV. Steps away from Bronte Harbor, Coronation Park, shopping, restaurants, nightlife and GO station. 1hr drive to NIAGARA FALLS and 35mins drive to downtown Toronto. Our place is suitable for all kinds of travelers. Solar heated pool can be accessed from 10am to 8pm (June to Sep)

26 Jul – 2 Aug

$261 SGD per night

Superhost

Apartment in Mississauga

4.78 out of 5 average rating, 189 reviews

Benetton Suite - Square One - 1 BR+Den+1 Parking

The Benetton Suite - Square One - 1 BR + Den + 1 Parking located in the heart of Mississauga, 600m from Square One Mall and 300m from Living Arts Centre. This centrally air-conditioned apartment. includes complimentary high speed wi-fi and 1 private parking free on site. Furnished in top quality style, the apartment has 2 bedrooms, a flat screen TV (with Netflix!), a fully equipped kitchen, dishwasher, microwave, washing machine, dryer with 1 bathroom with a bath.

28 Jan – 4 Feb

$189 SGD per night

Guest favourite

Home in Toronto

4.91 out of 5 average rating, 264 reviews

King West Victorian Studio Gem

Victorian Century Home Quiet Residential Street in the Heart of Downtown Toronto Overlooks Park + Outdoor Public Pool Open Concept 735 sq ft Sunny, Exposed Brick, Chandeliers Hardwood Floors Throughout Soaring 11' Ceilings Fully Equipped Eat-in Kitchen Private Laundry Private Backyard/Garden Business Traveler Ready Steps to King Streetcar Minutes to Queen & King West Nightlife, Shops, Cafes + Restaurants & King West Theatre District Street Permit Parking

14–21 Oct

$230 SGD per night

Guest favourite

Guest suite in Grimsby

4.96 out of 5 average rating, 224 reviews

Bright, spacious 2 bedroom apartment

Nestled just below the Niagara escarpment, in the heart of wine country, this is the perfect place to relax after a busy day. A 4 season vacation destination, you will never find a shortage of activities to do in the area. A short drive or bike ride away from numerous wineries, restaurants and hiking. A 5 minute drive to Lake Ontario, and the beach. We are a 25 minute drive to iconic Niagara Falls and a 45 minute drive to downtown Toronto.

3–10 Oct

$139 SGD per night

Superhost

Flat in Burlington

4.81 out of 5 average rating, 89 reviews

Continental bfast incl! 2-bdrm apt family-friendly

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.

25 Sep – 2 Oct

$150 SGD per night

Superhost

Apartment in Mississauga

4.82 out of 5 average rating, 221 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

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.

10–17 Sep

$188 SGD per night

Superhost

Apartment in Toronto

4.81 out of 5 average rating, 154 reviews

The spot at the Bisha residence

Enjoy a stylish experience at this centrally located condo in Toronto! This clean, spacious bachelor studio offers a great weekend getaway for couples and singles! In the heart of Toronto just walking distance from, the entertainment district, the Rogers centre for all your sporting events, the aquarium, concert venues, the lake and quick access to subway and street cars!

3–10 Jan

$221 SGD per night