We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

1 of 3 pages

Condo in Toronto

4.81 out of 5 average rating, 302 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.

Jul 25 – Aug 1

G$42,910 GYD per night

Dome in Bradford West Gwillimbury

4.98 out of 5 average rating, 215 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...

Apr 23 – 30

G$24,977 GYD per night

Treehouse in Port Perry

4.98 out of 5 average rating, 533 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.

Feb 16 – 23

G$78,111 GYD per night

Villa in Toronto

4.94 out of 5 average rating, 116 reviews

➊ The One Toronto Villa - Indoor Pool&Tennis Court

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.

Jan 11 – 18

G$203,080 GYD per night

Condo in Toronto

4.93 out of 5 average rating, 230 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.

Dec 22 – 29

G$43,993 GYD per night

Home in Port Perry

4.94 out of 5 average rating, 203 reviews

Home away from home with a hot tub and pool

This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

Sep 8 – 15

G$40,559 GYD per night

Condo in Markham

4.96 out of 5 average rating, 54 reviews

Queen's Landing Markham Unionville

My hideaway is close to all amenities including exceptional multicultural dining, public transportation, family-friendly activities, and easy access to Toronto's major highways. You’ll love the stay with a neighbourhood to explore, the comfy bed, the ready kitchen and the bliss that is this getaway. My place is ideal for family, business or adventurers of up to three. * please note, the second bedroom does not have a door enclosure Self Checkin is available upon request.

Aug 12 – 19

G$30,052 GYD per night

Condo 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.

Jan 28 – Feb 4

G$29,137 GYD per night

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

Aug 16 – 23

G$35,841 GYD per night

Apartment in Newmarket

5.0 out of 5 average rating, 140 reviews

The Hilton BnB Adult Luxury Suite

A beautifully decorated open concept walkout suite in an elegant 2-story home with all the amenities, accommodates 1-2 adult guests, in Newmarket’s prestigious Stonehaven Estates. The Hilton BnB is located just 30 minutes from downtown Toronto. Dine by the warmth of a fireplace in the winter or relax and have a BBQ poolside in the summer. The suite is spacious and the grounds are breathtaking. Uniquely designed with luxury in mind!

Sep 9 – 16

G$26,412 GYD per night

Condo 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.

Sep 10 – 17

G$28,844 GYD per night

Condo 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!

Jan 3 – 10

G$34,003 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Popular amenities for Markham rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

Home in Newmarket

5.0 out of 5 average rating, 7 reviews

Beautiful Pond View stay!

Feb 6 – 13

G$23,440 GYD per night

Home in Newmarket

4.82 out of 5 average rating, 17 reviews

Cozy Pool house in Newmarket

May 25 – Jun 1

G$41,863 GYD per night

Home in Uxbridge

5.0 out of 5 average rating, 15 reviews

Redwood Haven East: Your Dream Getaway in Uxbridge

Aug 29 – Sep 5

G$49,247 GYD per night

Home in Toronto

4.91 out of 5 average rating, 33 reviews

Ravine Paradise with heated pool & hot tub!

Mar 14 – 21

G$57,762 GYD per night

Home in Ajax

5.0 out of 5 average rating, 9 reviews

Entire Modern Home | Spacious | Near Lake & Park

May 16 – 23

G$48,260 GYD per night

Home in Toronto

4.93 out of 5 average rating, 97 reviews

Entire house with Pool, ravine, and nature trail

Aug 6 – 13

G$70,405 GYD per night

Home in Toronto

5.0 out of 5 average rating, 17 reviews

Central Location Near Transit & Shops w/ Parking!

Jul 2 – 9

G$142,083 GYD per night

Home in Toronto

5.0 out of 5 average rating, 19 reviews

Family vacation home with Heated Pool-Toronto

Aug 27 – Sep 3

G$126,974 GYD per night

Condo rentals with a pool

Condo in Toronto

4.86 out of 5 average rating, 178 reviews

Best View in Downtown 5 Star Luxury 1+1 w/office

May 14 – 19

G$42,173 GYD per night

Condo in Toronto

4.95 out of 5 average rating, 170 reviews

Upscale Luxurious Condo Free Parking

Mar 25 – Apr 1

G$42,596 GYD per night

Condo in Toronto

4.97 out of 5 average rating, 218 reviews

Chic, High-Rise Apartment with CN Tower Views

May 16 – 23

G$56,023 GYD per night

Condo in Toronto

4.94 out of 5 average rating, 230 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

Jul 11 – 18

G$71,110 GYD per night

Condo in Toronto

4.89 out of 5 average rating, 273 reviews

CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE

Jul 21 – 28

G$69,781 GYD per night

Condo in Toronto

4.96 out of 5 average rating, 110 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

Dec 25 – Jan 1

G$54,895 GYD per night

Condo in Toronto

4.84 out of 5 average rating, 121 reviews

Modern 1 Bdrm Suite Downtown District - Lake View

May 11 – 16

G$43,503 GYD per night

Condo in Markham

4.91 out of 5 average rating, 93 reviews

Downtown Markham Unionville

Apr 6 – 13

G$45,288 GYD per night

Quick stats about vacation rentals with a pool in Markham

Total rentals
70 properties
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Family-friendly rentals
20 properties are a good fit for families
Total number of reviews
1.6K reviews
Nightly prices starting at
G$2,092 GYD before taxes and fees

Destinations to explore