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

Large 4 Br - 4.5 Bath; Sauna/Heated Pool/2 King

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Home away from home with a hot tub and pool

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

Luxury Family Oasis W/ GameRoom/King Bed/Hot Tub

Resort Style Home with Pool & Jacuzzi Near Lake

King West Studio Gem – Walk to TIFF & FIFA Fun!

Modern Custom Home w/ Pool, Games & Parking
Condo rentals with a pool

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

Downtown Markham Unionville

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

Chic, High-Rise Apartment with CN Tower Views

Charming Apartment - Lovely View - King Size Bed

Luxury 1 Bedroom Suite In Heart Of Toronto

Royal Retreat 1B Condo in Downtown Toronto Yorkvil

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1
Other holiday rentals with a pool

Lake/Marina Front, Luxury 2 Storie 1500 Sqft At FH

Luxury Stay at Friday Harbour Resort Lake Simcoe

Pet Friendly Condo, Private Terrace, Pool & Gym

Walkout to Courtyard w/ Pool, Hot Tub and Fire Pit

R&R La Petite Rhineland Retreat

Luxury 1BD Condo w/ Stunning Views - Toronto

Penthouse Corner Suite w/ Panoramic 12 FT Windows

Separate apartment with pool, on golf course.
Destinations to explore
- Greater Toronto Area Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Mount Pocono Holiday rentals
- Capital District, New York Holiday rentals
- Niagara Falls Holiday rentals
- Grand River Holiday rentals
- St. Catharines Holiday rentals
- Pittsburgh Holiday rentals
- Northeast Ohio Holiday rentals
- Laurentides Holiday rentals
- Erie Canal Holiday rentals
- Rentals with a balcony Greater Toronto and Hamilton Area
- Yurt rentals Greater Toronto and Hamilton Area
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- Beachfront rentals Greater Toronto and Hamilton Area
- Loft rentals Greater Toronto and Hamilton Area
- Townhouse rentals Greater Toronto and Hamilton Area
- Rentals with a fire pit Greater Toronto and Hamilton Area
- Rentals with an accessible height toilet Greater Toronto and Hamilton Area
- Condo rentals Greater Toronto and Hamilton Area
- Waterfront rentals Greater Toronto and Hamilton Area
- Rentals with outdoor seating Greater Toronto and Hamilton Area
- Rentals with an accessible height bed Greater Toronto and Hamilton Area
- Rentals with a home theatre Greater Toronto and Hamilton Area
- Ski-in/ski-out rentals Greater Toronto and Hamilton Area
- Tiny house rentals Greater Toronto and Hamilton Area
- Luxury rentals Greater Toronto and Hamilton Area
- Chalet rentals Greater Toronto and Hamilton Area
- Family-friendly rentals Greater Toronto and Hamilton Area
- Fitness-friendly rentals Greater Toronto and Hamilton Area
- Villa rentals Greater Toronto and Hamilton Area
- Bed and breakfasts Greater Toronto and Hamilton Area
- Rentals with an EV charger Greater Toronto and Hamilton Area
- Rentals with a sauna Greater Toronto and Hamilton Area
- Apartment rentals Greater Toronto and Hamilton Area
- Bungalow rentals Greater Toronto and Hamilton Area
- Rentals with lake access Greater Toronto and Hamilton Area
- Pet-friendly rentals Greater Toronto and Hamilton Area
- Cabin rentals Greater Toronto and Hamilton Area
- Smoking-friendly rentals Greater Toronto and Hamilton Area
- Cottage rentals Greater Toronto and Hamilton Area
- Guesthouse rentals Greater Toronto and Hamilton Area
- Hotel rentals Greater Toronto and Hamilton Area
- Rentals with a patio Greater Toronto and Hamilton Area
- Farmstay rentals Greater Toronto and Hamilton Area
- Rentals with a washing machine and dryer Greater Toronto and Hamilton Area
- Rentals with beach access Greater Toronto and Hamilton Area
- Rentals with breakfast Greater Toronto and Hamilton Area
- Rentals with a kayak Greater Toronto and Hamilton Area
- Rentals with a hot tub Greater Toronto and Hamilton Area
- Private suite rentals Greater Toronto and Hamilton Area
- House rentals Greater Toronto and Hamilton Area
- Rentals with a fireplace Greater Toronto and Hamilton Area
- Rentals with a soaking tub Greater Toronto and Hamilton Area
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Exhibition Place
- Toronto Zoo
- Financial District
- Harbourfront Centre
- CF Toronto Eaton Centre
- Trinity Bellwoods Park
- Massey Hall
- BMO Field
- Niagara Falls State Park
- Casa Loma
- Dufferin Grove Park
- Legends on the Niagara Golf Course
- Rouge National Urban Park
- Royal Ontario Museum
- Things to do Greater Toronto and Hamilton Area
- Food and drink Greater Toronto and Hamilton Area
- Art and culture Greater Toronto and Hamilton Area
- Sightseeing Greater Toronto and Hamilton Area
- Sports activities Greater Toronto and Hamilton Area
- Tours Greater Toronto and Hamilton Area
- Nature and outdoors Greater Toronto and Hamilton Area
- Things to do Ontario
- Entertainment Ontario
- Food and drink Ontario
- Wellness Ontario
- Art and culture Ontario
- Nature and outdoors Ontario
- Sports activities Ontario
- Sightseeing Ontario
- Tours Ontario
- Things to do Canada
- Wellness Canada
- Sports activities Canada
- Sightseeing Canada
- Food and drink Canada
- Art and culture Canada
- Entertainment Canada
- Tours Canada
- Nature and outdoors Canada