
Vacation rentals with a pool in Pickering
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Pickering
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Pickering rentals with a pool
House rentals with a pool

Beautiful Cottage in Ajax

Home away from home with a hot tub and pool

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

Luxury Spa Escape w/ Pool & Jacuzzi + Private Chef

Guest suite 10 min to subwy w kitchen FREE parking

private backyard SPA oasis in Toronto

Victorian Charm – TIFF/FIFA Base in King West

Luxe 4BR Retreat w/ Heated Pool, Hot Tub & BBQ
Condo rentals with a pool

Beautiful Skyline View Downtown Toronto

Beautiful Penthouse with Breathtaking View

Beautiful Condo Across CN Tower and MTCC

Modern Downtown Condo Free Parking/ Walk to Lake

Waterfront Downtown condo by EXRogers Pool-Parking

Chic, High-Rise Apartment with CN Tower Views

Large & Bright 2BR+Den in Midtown w/ Free Parking

Luxury 1BR Executive Condo • Panoramic City Views
Other vacation rentals with a pool

Luxury Condo Downtown SquareOne W/ King Bed/Office

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

Private Pool + BBQ + PS4: 5 Bedooms, 3 Bathrooms!

Boho HighRise, Heart of City 2Bed2Bath w Pool/Gym

Luxury Condo Downtown Square One W/ Office

Skyline Bliss Penthouse, Gym, Pool, Sauna Access

Modern 1 Bed Condo Mississauga

Mississauga Square One Condo
Quick stats about vacation rentals with a pool in Pickering
Total rentals
50 properties
Nightly prices starting at
ﺩ.ﺇ73 before taxes and fees
Total number of reviews
690 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- House rentals Pickering
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- Rentals with pools Durham Region
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- CN Tower
- Scotiabank Arena
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- Financial District
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- BMO Field
- Casa Loma
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Toronto City Hall
- Jackson-Triggs Niagara Estate
- Royal Woodbine Golf Club