
Vacation rentals with a pool in Oakville
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Oakville
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 Oakville rentals with a pool
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool

Modern Luxury House w/EV Charger & Heated Pool

Four seasons Pool Retreat

The Bayfront Flat - harbour views + private pool!

The Nautical Nook | Luxury Beach House

private backyard SPA oasis in Toronto

Resort Style Home with Pool & Jacuzzi Near Lake

King West Studio Gem â Walk to TIFF & FIFA Fun!
Condo rentals with a pool

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

Beautiful Condo Across CN Tower and MTCC

Modern Downtown Condo Free Parking/ Walk to Lake

Waterfront Downtowncondo by EXRogersPool & Parking

Chic, High-Rise Apartment with CN Tower Views

Stylish Downtown Toronto Condo with Free Parking

Luxury 1BR Executive Condo ⢠Panoramic City Views

Luxury 1 Bedroom Suite In Heart Of Toronto
Other vacation rentals with a pool

Luxury Condo Downtown SquareOne W/ King Bed/Office

Guest suite 10 min to subwy w kitchen FREE parking

Penthouse Corner Suite w/ Panoramic 12 FT Windows

Luxury 2 bedroom + den full condo in Square One

Luxury City Vacation Getaway

Chic condo walk to Sq1 - Prkng incld.

Oakwood Haven

Luxurious Mississauga Condo ~ Cozy ~ Comfort
Quick stats about vacation rentals with a pool in Oakville
Total rentals
60 properties
Total number of reviews
780 reviews
Family-friendly rentals
30 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wifi availability
60 properties include access to wifi
Destinations to explore
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- Mississauga Vacation rentals
- Mount Pocono Vacation rentals
- Niagara Falls Vacation rentals
- Grand River Vacation rentals
- St. Catharines Vacation rentals
- Pittsburgh Vacation rentals
- Northeast Ohio Vacation rentals
- Erie Canal Vacation rentals
- Detroit Vacation rentals
- Columbus Vacation rentals
- Private suite rentals Oakville
- Apartment rentals Oakville
- Cottage rentals Oakville
- House rentals Oakville
- Rentals with beach access Oakville
- Rentals with a fireplace Oakville
- Fitness-friendly rentals Oakville
- Townhouse rentals Oakville
- Rentals with outdoor seating Oakville
- Rentals with lake access Oakville
- Condo rentals Oakville
- Rentals with a washer and dryer Oakville
- Pet-friendly rentals Oakville
- Family-friendly rentals Oakville
- Rentals with breakfast Oakville
- Rentals with an EV charger Oakville
- Waterfront rentals Oakville
- Rentals with a firepit Oakville
- Rentals with a patio Oakville
- Rentals with a hot tub Oakville
- Rentals with pools Regional Municipality of Halton
- Rentals with pools Ontario
- Rentals with pools Canada
- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Sherkston Shores Beach Resort & Campground
- Port Credit
- Metro Toronto Convention Centre
- Clifton Hill
- The Danforth Music Hall
- Financial District
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Niagara Falls State Park
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Legends on the Niagara Golf Course