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

Hockley Valley - Jazzy Pines - 4 BR with Pool

Four seasons Pool Retreat

Guest suite 10 min to subwy w kitchen FREE parking

The Nautical Nook | Luxury Beach House

Resort Style Home with Pool & Jacuzzi Near Lake

Family Oasis with Pool and Hot Tub

Under the Whispering Pines

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

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

Downtown Markham Unionville

Modern Downtown Condo Free Parking/ Walk to Lake

Beautiful Condo Across CN Tower and MTCC

Chic, High-Rise Apartment with CN Tower Views

Stylish Downtown Toronto Condo with Free Parking

Luxury 1BD Condo w/ Stunning Views - Toronto

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

Alpaca farm stay and bunkie getaway.

Rustic Farmhouse w/ pool, tennis court on 100 Acre

Private 1 bed/1.5 bath in-law suite in a house!

1 Bed BRAND NEW Condo-Stunning T.O. Views

1 BDRM Luxury Loft By Square One w/FREE PARKING

Mississauga Square One Condo

Stylish Apt. Pool, BBQ + Malls. 25 Mins to Toronto

Chic condo walk to Sq1 - Prkng incld.
Quick stats about vacation rentals with a pool in Milton
Total rentals
40 properties
Nightly prices starting at
R353Â ZAR before taxes and fees
Total number of reviews
1.2K 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
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
- Rentals with outdoor seating Milton
- Guesthouse rentals Milton
- Condo rentals Milton
- Smoking-friendly rentals Milton
- Rentals with breakfast Milton
- Family-friendly rentals Milton
- Rentals with a washer and dryer Milton
- Cottage rentals Milton
- Farmstay rentals Milton
- Rentals with an EV charger Milton
- Apartment rentals Milton
- Cabin rentals Milton
- Rentals with a fireplace Milton
- Fitness-friendly rentals Milton
- Private suite rentals Milton
- Pet-friendly rentals Milton
- Townhouse rentals Milton
- Rentals with a hot tub Milton
- House rentals Milton
- Waterfront rentals Milton
- Rentals with a patio Milton
- Rentals with a fire pit Milton
- 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
- Port Credit
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Financial District
- Exhibition Place
- Toronto Zoo
- Harbourfront Centre
- CF Toronto Eaton Centre
- BMO Field
- Trinity Bellwoods Park
- Massey Hall
- Casa Loma
- Whistle Bear Golf Club
- Dufferin Grove Park
- Rouge National Urban Park
- Royal Ontario Museum
- Jackson-Triggs Niagara Estate
- Toronto City Hall