
Holiday 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.

Modern Custom Built Walkout to Marble Pool Game RM
Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Luxury Downtown Condo For 6 (CN Tower View)
Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.

The Penty: Luxurious Penthouse with Pool, Hot Tub
Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

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.

“Amazing 2 Bedrooms Condo” in Downtown Toronto”
Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

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.

Luxury 4BR Oasis Year Round Heated Pool & Hot Tub
Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

1 Bedroom Suite DT Core - (Office/Bidet/Balcony)
Elegant modern suite in the heart of Entertainment District and 1-min walk to Rogers Centre, Metro Toronto Convention Centre, CN Tower & PATH (Largest Underground Shopping Complex in the world) Perfect for conferences and seasonal travellers. State of the art amenities including high end gym equipment, spin room, steam room, whirlpool pool and roof top pool. Conveniently located at Front & John, my property is your doorstep to Toronto!

The Fort York Flat
Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators.

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
A Luxury 2-bedroom overlooking the city! Open concept living space with a modern flare and stainless steel appliances, encompassing the city life. Bedrooms have comfy queen beds and loads of closet space. Stunning CN Tower and lake views. Parking, Pool, Spa, Sauna, and gym access. Walking distance to BMO Field, CN Tower, Rogers Center, Harbourfront, Exhibition Place, Budweiser stage, and all the best restaurants, bars, and nightlife.

🔥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.

Ravine Paradise ! heated pool and hot tub!
Ravine Paradise in the city of toronto! 3 bedrooms with 3 queen size beds ! Come relax and enjoy yourself backing on to the twin rivers ravine. very private property close to the Toronto zoo within minutes. downtown Toronto within 20 minutes. very big pool heated and hot tub as well!
Popular amenities for Markham rentals with a pool
House rentals with a pool

Beautiful Cottage in Ajax

Newly renovated, close to airport, washer/dryer

Seraya Wellness Retreat

Award Winning Luxury Home with Heated Pool + Sauna

Cozy Heated Pool House in Newmarket

Luxury Spa Escape with Pool & Jacuzzi

Comfortable &Stylish 4BD Stay Near Toronto Airport

Chic King West Studio – TIFF & FIFA at Your Door
Apartment rentals with a pool

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

Beautiful Condo Across CN Tower and MTCC

Lakeside Condo Studio In Downtown Toronto

Beautiful Lake View Studio Condo + 1 free Parking

Charming Condo w Parking, CN Tower View & Pool

Luxury Downtown Condo For 4 (CN Tower Views)

Closest condo to Rogers Centre/CN tower in Toronto

Stylish 1+1 Corner Suite |Steps to Lake&Downtown
Other holiday rentals with a pool

Private Walkout Suite | 3 PM Checkout | 1.5G Wifi

Fort York Condo w/ Stunning Views

2 BDRM + 2 BATH + Free Parking - MTCC, CN, Jays!

Luxury 2BDR modern private condo in Toronto

Entire Modern Condo Townhouse in Toronto

Cedar Escape • Sauna • 10-Acre Private Forest

Exceptional DT 2Bedrm+2Bath High floor w/ Pool!

CN Tower View Studio Near Lake Front
When is the best time to visit Markham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £76 | £80 | £93 | £102 | £100 | £114 | £114 | £113 | £104 | £83 | £83 | £84 |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals with a pool in Markham

Total holiday rentals
Explore 90 holiday rentals in Markham

Nightly prices starting at
Markham holiday rentals start at £15 per night before taxes and fees

Verified guest reviews
Over 1,660 verified reviews to help you choose

Family-friendly holiday rentals
30 properties offer extra space & child-friendly amenities

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wifi availability
80 of Markham holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Markham rentals

4.7 Average rating
Markham stays receive an average rating of 4.7 out of 5 from guests
Destinations to explore
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Port Credit
- BMO Field
- Distillery District
- The Danforth Music Hall
- Nike Square One Shopping Centre
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Snow Valley Ski Resort
- Massey Hall
- Financial District
- Casa Loma
- Lakeridge Ski Resort
- Dufferin Grove Park
- Downsview Park
- Toronto City Hall




