
Vacation rentals with a pool in Vaughan
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Vaughan

Total vacation rentals
Explore 120 vacation rentals in Vaughan

Verified guest reviews
Over 1,320 verified reviews to help you choose

Family-friendly vacation rentals
50 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 30 rentals that welcome pets

Rentals with dedicated workspaces
50 properties have a dedicated workspace

Wi-Fi availability
110 of Vaughan vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Vaughan rentals

4.7 Average rating
Vaughan stays receive an average rating of 4.7 out of 5 from guests
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...

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.

“CasaDeLeon”- Modern and cozy Lakeview guesthouse
Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

Toronto Vacation | ➊ The One Toronto Villa
The One is a unique luxurious private midle-century modern villa escape in the center of north Toronto. Having a stunning and spacious lawn for events and social gathering, this modern house is featured a thermostatic indoor swimming pool. Being inspired from a farmhouse building, the house offering a traditional touch on the vintage furniture and a rustic interior that gives a warm and cozy feelings. It is a great escape from the hustle and bustle of city life without going out of town.

Bright and Airy Guest Suite with Pool
Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

Vacation Spa Retreat! Sauna, pool, gym
Welcome to luxury living redefined. This light-filled masterpiece boasts soaring ceilings, spa-inspired ensuites with , sauna & soaking tub truly one of a kind. Dive into your private pool, unwind in the dedicated gym, and entertain effortlessly at the outdoor kitchen & bar. A private change room & washroom complete the ultimate backyard experience. Elegant finishes, serene bedrooms & all amenities included this all-encompassing home is yours to explore! 🏡✨

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub
A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Toronto Pool Retreat
Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.

Custom Luxury 2BR | Marble Pool | Games | Fire Pit
Welcome to our brand-new, custom-built luxury suite in a quiet, family-friendly neighbourhood. Enjoy a cozy boutique-style retreat with radiant heated floors, luxury finishes, a seasonal heated marble pool (Apr–Oct), private game room, BBQ, fire table, workspace, high-speed Wi-Fi, Smart TV, in-suite laundry, and 24/7 self check-in. Minutes to Hwy 401, DVP, TTC, and the Crosstown LRT with easy access to downtown Toronto.

🔥Charming 1 BR Condo🔥 Steps To Square One!👌
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.
Popular amenities for Vaughan rentals with a pool
House rentals with a pool

Relaxing Luxury Palgrave Cottage w/pool on 3 acres

Private river access with pool, canoes, kayak

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

Luxury 4BR Designer Retreat with Heated Wave Pool

Comfortable &Stylish 4BD Stay Near Toronto Airport

Luxury Comfort | Feels 5-Star

private backyard SPA oasis in Toronto

King West Studio – TIFF, Dining & Nightlife
Condo rentals with a pool

Luxury 2BR Condo w/ Skyline Views & Balcony

Steps to CN Tower/Waterfront | 2BR/2BA + Parking

Beautiful Penthouse with Breathtaking View

Modern 1+Den condo steps away from CN Tower & Lake

Stylish Downtown Toronto Condo + Free Parking

Artsy and Comfy Home with a View

Luxury 1 Bedroom Suite In Heart Of Toronto

Luxury Downtown Condo For 4 (CN Tower Views)
Other vacation rentals with a pool

Waterfront Condo | Lakeview Escape | Free Parking

Cozy Suite in DT Markham Core

Luxury 2BR - Subway/Pool/Gym/Sauna + Free Parking

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

Sky-High 2BR/2BA Condo | Best City Views+Parking

"27" Brand New 3 Bed condo

Entire 2 BDR Suite - Good Location

Luxury High-Rise Condo in Downtown Markham
When is the best time to visit Vaughan?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €81 | €85 | €85 | €85 | €90 | €97 | €81 | €82 | €88 | €82 | €83 | €84 |
| 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 |
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- CN Tower
- Rogers Centre
- Scotiabank Arena
- University of Toronto
- Union Station
- Downsview Park
- Metro Toronto Convention Centre
- The Danforth Music Hall
- Harbourfront Centre
- Toronto Eaton Centre
- Scarborough Town Center
- Toronto Zoo
- Nike Square One Shopping Centre
- Exhibition Place
- Trinity Bellwoods Park
- Casa Loma
- Yorkdale Shopping Centre
- Snow Valley Ski Resort
- Elora Gorge
- Massey Hall
- Sheppard–Yonge Station
- York University
- Enercare Centre
- Coca Cola Coliseum





