Vacation rentals with a pool in Greater Toronto Area

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Greater Toronto Area

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

Guest favorite
Dome in Bradford West Gwillimbury
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...
Dec 16 – 23
$106 per night
4.98 out of 5 average rating, 192 reviews
Guest favorite
Guesthouse in Orangeville
Sunny Pines Farm Studio Tennis Court/Bruce Trail
Perfect for a getaway in the country. A bright, spacious, open-concept designer studio featuring beautiful rolling-hill vistas, queen bed, 3-piece bathroom, dedicated bbq, heat/AC plus a wood burning stove, wet bar with a Nespresso machine, deluxe counter-top oven & bar fridge and all new tennis court, laundry available upon request. Mono Cliffs, Boyne Valley, Hockley Valley Nature Reserve Prov. Parks & Mansfield Recreation Centre are minutes away. Ideal hiking, cycling, snowshoeing and xcsking.
May 13 – 20
$121 per night
4.96 out of 5 average rating, 308 reviews
Guest favorite
Farm stay in Essa
The Schoolhouse
Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!
Aug 28 – Sep 4
$161 per night
5.0 out of 5 average rating, 114 reviews

Popular amenities for Greater Toronto Area rentals with a pool

House rentals with a pool

Guest favorite
Home in Toronto, Canada
King West Victorian Studio Gem
Apr 9 – 16
$93 per night
4.92 out of 5 average rating, 260 reviews
Guest favorite
Home in Port Perry
Home away from home with a hot tub and pool
Mar 19 – 26
$166 per night
4.94 out of 5 average rating, 201 reviews
Guest favorite
Home in Niagara-on-the-Lake, Canada
Boutique Wine Country Home with Pool and Hot Tub
Sep 14 – 21
$459 per night
4.92 out of 5 average rating, 145 reviews
Guest favorite
Home in Cambridge, Canada
Spacious Bungalow Guest House
Mar 9 – 16
$132 per night
4.91 out of 5 average rating, 235 reviews
Guest favorite
Home in Gasport, New York
Elegant Country Retreat
May 15 – 22
$459 per night
4.93 out of 5 average rating, 117 reviews
Guest favorite
Home in The Blue Mountains
Views Mountains Sauna/Shuttle/Pool/Entertainment
Nov 21 – 28
$610 per night
4.93 out of 5 average rating, 161 reviews
Guest favorite
Home in Kimberley
Heart of Kimberley - with views and a hot tub
May 31 – Jun 7
$207 per night
4.88 out of 5 average rating, 173 reviews
Guest favorite
Home in The Blue Mountains
Serene mountainside home View/Shuttle Bus/Pool
Nov 9 – 16
$317 per night
4.95 out of 5 average rating, 147 reviews
Guest favorite
Home in Meaford
Redhill Luxury Home...by the Blue Mountains
Feb 11 – 18
$706 per night
4.96 out of 5 average rating, 146 reviews
Guest favorite
Home in Innisfil, Canada
Waterfront home, sauna, jacuzzi & Heated pool
Mar 16 – 23
$672 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Uxbridge
Redwood Haven East: Your Dream Getaway in Uxbridge
Jul 13 – 20
$194 per night
5.0 out of 5 average rating, 14 reviews
Guest favorite
Home in Alton, Canada
Cheerful 3 bedroom home with outdoor pool & hottub
Mar 5 – 12
$143 per night
4.96 out of 5 average rating, 67 reviews

Condo rentals with a pool

Guest favorite
Condo in Mississauga
Beautiful Penthouse with Breathtaking View
Apr 10 – 17
$127 per night
4.85 out of 5 average rating, 113 reviews
Superhost
Condo in Mississauga
Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
Aug 25 – Sep 1
$116 per night
4.81 out of 5 average rating, 210 reviews
Superhost
Condo in Toronto, Canada
CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE
Jun 28 – Jul 5
$354 per night
4.89 out of 5 average rating, 271 reviews
Guest favorite
Condo in Toronto
Chic, High-Rise Apartment with CN Tower Views
Apr 20 – 27
$249 per night
4.97 out of 5 average rating, 214 reviews
Guest favorite
Condo in Innisfil
•#TheFridayFlat FH Holiday Market
Jul 4 – 11
$115 per night
4.97 out of 5 average rating, 103 reviews
Guest favorite
Condo in Oro
Spacious 1-br w pool & jacuzzi at Horseshoe Valley
Apr 5 – 12
$73 per night
4.9 out of 5 average rating, 146 reviews
Superhost
Condo in Toronto, Canada
The spot at the Bisha residence
Aug 11 – 18
$251 per night
4.81 out of 5 average rating, 140 reviews
Guest favorite
Condo in Toronto
Upscale Luxurious Condo Free Parking
Jan 26 – Feb 2
$179 per night
4.94 out of 5 average rating, 163 reviews
Guest favorite
Condo in Toronto, Canada
SpectacularPenthouse VIEWS/ POOL /free Parking
Oct 31 – Nov 7
$175 per night
4.93 out of 5 average rating, 229 reviews
Guest favorite
Condo in Toronto
College Park :2Bd+2bth + Free parking
Sep 25 – Oct 2
$282 per night
4.93 out of 5 average rating, 189 reviews
Guest favorite
Condo in Toronto
Large & Bright 2BR+Den in Midtown w/ Free Parking
Aug 15 – 22
$231 per night
4.92 out of 5 average rating, 124 reviews
Guest favorite
Condo in Toronto
Brand new penthouse+ parking
Jul 20 – 27
$211 per night
4.92 out of 5 average rating, 211 reviews

Destinations to explore