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Vacation rentals with a pool in Markham

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Markham

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

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Condo in North York

4.81 out of 5 average rating, 323 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.

Dome in Bradford West Gwillimbury

4.95 out of 5 average rating, 287 reviews

Four season glamping dome under the stars

Whether you are looking for a romantic getaway for two, a solo remote work week in solitude surrounded by nature, or a family adventure, this 4-season geodesic dome is just the right place. Explore picturesque trails of Scanlon Creek Conservation Area, enjoy inground pool in summer, experience breathtaking sunsets over the farm fields, the starry skies by the bonfire, mesmerizing dance of fireflies in June, and let the frogs and crickets lull you to sleep in the place where time stands still...

Treehouse in Port Perry

4.98 out of 5 average rating, 553 reviews

Treehouse on private, isolated forest (300 acres)

You will feel like you're a thousand miles from Toronto. Your own private space with several ponds for swimming, gazebo, fire pits, running water, hot shower, mtn bike and hiking trails. With 300 acres at your door step, you can choose not to see another soul during your stay or venture to a nearby winery, restaurants, shopping, horse farms, golf courses or ski hills! We are just 1 hour from Toronto with easy access off the 407. We also have an amazing log cabin for rent on the same 300 acres.

Rental unit in Newmarket

4.99 out of 5 average rating, 163 reviews

The Hilton BnB Adult Luxury Suite

Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

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 suite in Lorne Park

4.93 out of 5 average rating, 149 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.

Condo in Downtown Toronto

4.8 out of 5 average rating, 251 reviews

Elegant Toronto Lakeview Condo 1+1 w. Free Parking

Step into a world of breathtaking, unobstructed lake views from the private balcony of this executive-style condo. The cozy interior blends comfort and style perfectly. Every inch of this compact space is designed for your convenience and relaxation. Located within walking distance of iconic attractions like Rogers Centre, Scotiabank Arena, Billy Bishop Airport, and the vibrant Entertainment District. Perfect for couples, solo adventurers, business travelers, and families (with kids).

Home in The Beaches

4.99 out of 5 average rating, 118 reviews

Vacation Getaway:Heated Pool-Hottub Open 365 Days

Welcome to the Toronto Beach and to this century old home, right on the beach with a private pool and spa that is 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.

Condo in Mississauga

4.76 out of 5 average rating, 206 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.

Rental unit in Milton

4.83 out of 5 average rating, 103 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

Condo in Downtown Toronto

4.98 out of 5 average rating, 115 reviews

Trendy King West townhome

Lovely 1-bdrm townhome in King West area, one of the most trendy, lively and vibrant neighbourhoods, offers some of the best restaurants in Toronto. It is close enough to the action of downtown Toronto, but still have that community feel of a SoHo-like neighbourhood. This 1-bdrm apartment is perfect for a couple or a single business traveler. Conveniently located on the ground floor with a cozy and quiet backyard.

Condo in Mississauga

4.85 out of 5 average rating, 192 reviews

🔥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.

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Popular amenities for Markham rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Downtown Toronto

5 out of 5 average rating, 7 reviews

Stunning Home Downtown Toronto!

Home in Port Perry

4.93 out of 5 average rating, 213 reviews

Home away from home with a hot tub and pool

Home in Scarborough

4.97 out of 5 average rating, 34 reviews

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

Home in Oshawa

4.75 out of 5 average rating, 12 reviews

PS4 + BBQ: 5 Bedroom, 3 Bath - 2 Units in 1!

Home in North York

5 out of 5 average rating, 10 reviews

Luxe, Family-Friendly Oasis Modern Home With Pool

Home in North York

4.92 out of 5 average rating, 50 reviews

Toronto Pool Retreat

Home in Scarborough

4.93 out of 5 average rating, 112 reviews

Entire house with Pool, ravine, and nature trail

Home in Niagara

4.91 out of 5 average rating, 291 reviews

King West Victorian Studio Gem

Condo rentals with a pool

Condo in Downtown Toronto

4.93 out of 5 average rating, 205 reviews

College Park :2Bd+2bth + Free parking

Condo in Downtown Toronto

4.97 out of 5 average rating, 304 reviews

Beautiful Condo + CN Tower View + Free Parking

Condo in Fort York

4.96 out of 5 average rating, 125 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

Condo in Fort York

4.95 out of 5 average rating, 125 reviews

One Of A Kind Downtown Sanctuary w/ CN Tower View

Condo in Fort York

4.89 out of 5 average rating, 404 reviews

Lakeside Condo Studio In Downtown Toronto

Condo in Downtown Toronto

4.97 out of 5 average rating, 235 reviews

Chic, High-Rise Apartment with CN Tower Views

Condo in Fort York

4.89 out of 5 average rating, 122 reviews

Lakeside Downtown Oasis accommodating 4 ppl

Condo in Downtown Toronto

4.87 out of 5 average rating, 105 reviews

Luxury 1BR Executive Suite with Stunning Views!

Quick stats about vacation rentals with a pool in Markham

Total rentals
70 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace

Destinations to explore