
Holiday rentals with a pool in Vaughan
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Vaughan
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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...

Cozy Private Lower-Level Suite Pool Custom Home TO
Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Luxury Stay w/phenomenal view!
Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

The Penty: Luxurious Penthouse with Pool, Hot Tub
Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

The Hilton BnB Adult Luxury Suite
Experience the elegance of the Hilton BnB nestled in Newmarket’s prestigious Stonehaven Estates, just 30 minutes from downtown Toronto. This beautifully decorated open concept walkout suite in a two-story home offers unparalleled comfort and amenities for 1-2 adult guests. Indulge in dining by the fireplace during winter or unwind with a poolside BBQ in the summer amidst breathtaking grounds. The suite boasts spaciousness and a uniquely designed interior that exudes luxury at every corner.

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins
1,Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2,With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3,Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

The Fort York Flat
Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators.

Backyard Oasis Guesthouse.
POOL IS CLOSED TILL MAY 2026 Welcome to our cozy walk-out basement apartment with no kitchen. It is a completely private unit with separate entrance. Perfect for making some memories at this unique and family-friendly place. Backing on to the Sixteen-mile creek, this backyard oasis has a sun-drenched inground pool surrounded by mature perennial gardens, a new manufactured stone patio, with upper and lower shaded lounge areas.

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍
This beautiful sunfilled condo is newly furnished and well cared for, equipped with everything you need to make you feel right at home! Free Wifi included with Netflix access and underground parking. Amenitites in the building include a swimming pool and gym. located very conveniently in the heart of Mississauga, steps to Square one, Hwy 403, Pearson Airport and only a short drive to Downtown Toronto.

Condo in Heart of Mississauga
Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

4BR-Year-Round Heated Pool & Hot Tub Family Oasis
Make lifelong memories in this 4-bed oasis right next to the lake with a heated pool & hot tub open all year Sleeps 10 in 4 comfy bedrooms Pool, hot tub, fire-pit & BBQ outside Kids covered: crib, bath & safety gates Fast Wi-Fi, full kitchen and shops 5 min away keep everyone happy. Book your stay before your dates disappear!

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
We are back! A Luxury 2-bedroom overlooking the city. Open concept living space with a modern flare and stainless steel appliances, encompassing the city life. Bedrooms have comfy queen beds and loads of closet space. Stunning views of the CN Tower and lake. Parking, Pool, Spa, Sauna, and gym access.
Popular amenities for Vaughan rentals with a pool
House rentals with a pool

Luxury House with a Bright Sunroom & a heated pool

newly renovated, close to airport, washer/dryer

Award Winning Luxury Home with Heated Pool + Sauna

Seraya Wellness Retreat

Luxury Spa Escape with Pool & Jacuzzi

private backyard SPA oasis in Toronto

Chic King West Studio – TIFF & FIFA at Your Door

Casa Meya - Toronto Poolhouse Villa
Condo rentals with a pool

Stylish 2 Bdrm Gorgeous CN Tower View w/Parking!

Downtown Markham Unionville

Luxury Condo with FreeParking. CN Tower Lake View

Stylish Downtown Toronto Condo with Free Parking

Beautiful Lake View Studio Condo + 1 free Parking

Large & Bright 2BR+Den in Midtown w/ Free Parking

Charming Condo w Parking, CN Tower View & Pool

Luxury Downtown Condo For 6 (CN Tower View)
Other holiday rentals with a pool

Rare 1BR - Rooftop Pool, Next to MTCC & CN Tower

Bright and Airy Guest Suite with Pool

Charming and Luxurious 2BR+1Bath Guest Suite

Entire Modern Condo Townhouse in Toronto

Stellar Humber Bay 2BD/2BTH Large Patio & Parking

Luxry Prvte Appartment highrise near train/Bus TTC

Modern luxurious 2 Bedroom With Den

Urban Escape • Entire Home • High-Rise • SQ1
When is the best time to visit Vaughan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $134 AUD | $126 AUD | $122 AUD | $140 AUD | $131 AUD | $135 AUD | $138 AUD | $140 AUD | $150 AUD | $140 AUD | $138 AUD | $141 AUD |
| Avg. temp | -3°C | -3°C | 2°C | 8°C | 14°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | 0°C |
Quick stats about holiday rentals with a pool in Vaughan

Total holiday rentals
Explore 110 holiday rentals in Vaughan

Verified guest reviews
Over 1,230 verified reviews to help you choose

Family-friendly holiday rentals
40 properties offer extra space and kid-friendly amenities

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
40 properties have a dedicated workspace

Wi-Fi availability
100 of Vaughan holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wi-Fi and Pool across Vaughan rentals

4.7 Average rating
Vaughan stays receive an average rating of 4.7 out of 5 from guests
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- Rogers Centre
- CN Tower
- Scotiabank Arena
- Union Station
- University of Toronto
- Metro Toronto Convention Centre
- Distillery District
- Port Credit
- The Danforth Music Hall
- Nike Square One Shopping Centre
- BMO Field
- Harbourfront Centre
- Exhibition Place
- Toronto Eaton Centre
- Toronto Zoo
- Trinity Bellwoods Park
- Massey Hall
- Financial District
- Snow Valley Ski Resort
- Casa Loma
- Dufferin Grove Park
- Lakeridge Ski Resort
- Toronto City Hall
- Christie Pits Park




