Holiday rentals with a pool in Greater Toronto and Hamilton Area

Find and book unique homes with a pool on Airbnb

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Popular amenities for Greater Toronto and Hamilton Area rentals with a pool

House rentals with a pool

Guest favourite

Home in Toronto, Canada

4.91 out of 5 average rating, 263 reviews

King West Victorian Studio Gem

28 June – 5 July

$2,147 AUD total
Superhost

Home in Niagara-on-the-Lake, Canada

4.91 out of 5 average rating, 148 reviews

Boutique Wine Country Home with Pool and Hot Tub

5 – 12 Mar

$7,180 AUD total
Guest favourite

Home in Irving, New York, US

4.99 out of 5 average rating, 174 reviews

Lotus Bay Cabin - All Seasons Oasis

30 Oct – 6 Nov

$5,102 AUD total
Guest favourite

Home in Niagara Falls, Canada

4.97 out of 5 average rating, 218 reviews

Sauna/POol/hot tub/Relax, have fun in Niagara

29 May – 5 June

$7,354 AUD total
Guest favourite

Home in Port Perry, Canada

4.94 out of 5 average rating, 203 reviews

Home away from home with a hot tub and pool

25 Sept – 2 Oct

$2,388 AUD total
Guest favourite

Home in Cambridge, Canada

4.91 out of 5 average rating, 237 reviews

Spacious Bungalow Guest House

15 – 22 Dec

$2,191 AUD total
Guest favourite

Home in Owen Sound, Canada

4.98 out of 5 average rating, 214 reviews

The Butchart Estate: your perfect family retreat!

21 – 28 Mar

$4,505 AUD total
Guest favourite

Home in Gasport, New York, US

4.93 out of 5 average rating, 119 reviews

Elegant Country Retreat

30 June – 7 July

$7,145 AUD total

Condo rentals with a pool

Guest favourite

Condo in Mississauga

4.86 out of 5 average rating, 122 reviews

Beautiful Penthouse with Breathtaking View

2 – 9 July

$1,735 AUD total
Superhost

Condo in Mississauga, Canada

4.82 out of 5 average rating, 221 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

9 – 16 May

$1,676 AUD total
Superhost

Condo in Toronto, Canada

4.82 out of 5 average rating, 301 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

5 – 12 May

$2,577 AUD total
Superhost

Condo in Innisfil, Canada

4.88 out of 5 average rating, 106 reviews

Friday Harbor Upscale 1Bed+Sofabed+Pool Option

3 – 10 July

$1,111 AUD total
Superhost

Condo in Toronto, Canada

4.89 out of 5 average rating, 273 reviews

CENTRAL DOWNTOWN LUXURY APT STEPS TO CN TOWER/LAKE

28 June – 5 July

$4,326 AUD total
Guest favourite

Condo in Toronto, Canada

4.97 out of 5 average rating, 216 reviews

Chic, High-Rise Apartment with CN Tower Views

5 – 12 Aug

$4,229 AUD total
Guest favourite

Condo in Toronto, Canada

4.93 out of 5 average rating, 230 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

22 – 29 Aug

$2,815 AUD total
Superhost

Condo in Toronto, Canada

4.8 out of 5 average rating, 147 reviews

The spot at the Bisha residence

1 – 8 July

$3,540 AUD total

Destinations to explore