
Vacation rentals with a pool in East Gwillimbury
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in East Gwillimbury
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.
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Popular amenities for East Gwillimbury rentals with a pool
House rentals with a pool

Cute and Cozy House
After being displaced from our home after damage from severe weather we were so fortunate to find this location. The house accommodated our family of 4 with pets for nearly a month without any issues. The kitchen is well equipped, bathrooms are well finished, bedrooms were comfortable and the location was very clean. The backyard is a beautiful and relatively private space hidden within a 15 minute walk to the downtown restaurants or the beach area. Anzhelika is an excellent host who was very responsive when needed, provided clear instructions and ample privacy. We would happily recommend this location to friends and family attending the area for events.

Serene Escape: A Nature Getaway
I rented the villa for a group of 16 ladies for a golf getaway. The owners are excellent to communicate with and responded immediately to any questions or issues we had during and before our stay. The villa was spacious and well equipped with dishes ect to accommodate a large group. Beds comfortable. Unfortunately due to the weather the pool was not opened but some enjoyed the hot tub. Grounds looked like the would be very nice but again due to weather grounds we’re not manicured and grass has not been cut. Would definitely book again and hopefully next time enjoy the outdoor area. Thks for having us

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts
We had a wonderful stay in this beautiful house. We booked it for a small get-together with our friends. The house is spacious and beautifully decorated. Jerry made sure everything was set up to make our stay comfortable. Although the pool wasn’t open during our visit, it’s definitely something we’re looking forward to next time. We are glad we chose this place. Thanks again for hosting us!

Home away from home with a hot tub and pool
Had a great time at Angie's place! Everything was very clear, clean and easy—instructions were left out and amenities were provided. The hot tub was a great bonus to the weekend. We even had a delayed car picking us up, and Angie was very accommodating and understanding about letting us stay slightly longer while waiting for its arrival.

All Season Indoor Pool Escape
I stayed at Sophia/Shahazad's place over the weekend with my extended family, which includes three toddlers and a newborn. We had an amazing time! Everything was perfect, from the sleeping arrangements to the indoor saltwater pool. We didn't even get to sit outside and enjoy the bonfire or BBQ because we were so busy having fun in the pool and sitting to catch up in the amazing open concept kitchen/dining area. All the bedrooms have full bathrooms, which was huge since we had a family stay in each room and they needed that privacy. We are already looking to come back as soon as possible!

Heated Pool-tub Open 365 Days
Miles is a fantastic host! Not only was he proactive in communicating details regarding entry and amenities, he went above and beyond with little fresh baked goods, Smart Home instructions guide, and providing literally everything you'd need to feel at home (bathrobes, teas, serving dishes+several cups, even milk and cream in the fridge!) The Hot tub was great, the place was spotlessly clean, and the balcony views were a pleasure to enjoy. This is a great house with lovely sky lights in the kitchen and beautiful location right by the boardwalk! 11/10 ✨

Luxury Family Home Indoor Pool Hot Tub Lake Access
Had a fantastic stay. All the little extras for the kids were a great surprise. The whole family enjoyed it very much.

Toronto Pool Retreat
Meysam’s place was a great fit for our large group. The location was convenient for getting around, and the house offered everything we needed for a comfortable stay. There was plenty of space to cook and hang out together, and the hot tub was a nice feature. Overall, a solid spot for a group getaway.
Condo rentals with a pool

Perfect Comfort 2 Bed ~ BBQ ~ Parking ~ Resort
Franco and his team are lovely to deal with. They are extremely communicative and in a timely manner. The apartment is exactly “like” the pictures shown, warm, cozy and overall a very welcoming home. In addition, to having such a wonderful place to stay in, they have thought of every kitchen tool you may need during your stay, it’s great to have access to all these accessories. Thank you for the great stay, I would definitely recommend your place to anyone staying in the area.

Prime location • Amazing views • FREE parking
Radmir was very communicative right from the moment I booked his place. He truly went above and beyond to meet our needs all along the way. We felt at home and were blown away by his hospitality. Great apartment with all necessary amenities. The pots and pans in his kitchen are top notch. The view from the apartment is breathtaking. The location unbeatable - right next to the aquarium, CN tower, Rogers Center and many other things. The building is very secure and the front desk personnel were very nice too. The pool is great with nice gazebo style seating and has a wonderful view of the CN tower. all in all I would highly recommend this host and place. We would love to rent this place again on our next visit to Toronto. Thanks Radmir!

Stylish Downtown Toronto Condo with Free Parking
Great location and amenities, fantastic host - would gladly stay again

Beautiful Condo, 2 Bedrooms and a Den in a Resort!
My kids & I had a fantastic experience at this Airbnb. The space was exactly as described—clean, comfortable, and well-equipped with everything I needed. The host was incredibly responsive and helpful, providing clear check-in instructions and great local recommendations. The location was perfect—close to everything, but quiet enough to relax. I would definitely stay here again and highly recommend it to anyone visiting the area!

Entire 2BR Condo Downtown + Skyline View + Parking
Great condo in a great location. Lovely view of Toronto. Walking distance to all amenities.

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym
When travelling you do your best to have as much as possible in your control so when things go wrong you minimize the damage. Having a responsive proactive host to accomadate these moments makes life much easier. Cheers to Emmanuel 🔥

Wasaga Beach/WaterFront BeachHouse/ BBQ/AC/parking
We had a wonderful and pleasant stay! The host was very responsive and made sure we had everything we needed. The place was clean, comfortable, and welcoming. We’re already planning to come back again. Highly recommend!

Friday Harbour Luxury Condo Escape, Sleeps 4
My boyfriend and I stayed the weekend, it was a great location, Joe was very responsive and friendly! We had only 1 concern with the bbq that was not clean, but it has been handled with effectively. Overall space was very clean, it was easy to find kitchen supplies, and other items in the house! A great location with stores, restaurants at a walking distance, and other attractions within a 30 minute drive
Quick stats about vacation rentals with a pool in East Gwillimbury
Total rentals
10 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
120 reviews
Wifi availability
10 properties include access to wifi
Popular amenities
Kitchen, Wifi, and Pool
Local attractions
Costco Wholesale, Brooks Farms, and SilverCity Newmarket Cinemas
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- Rogers Centre
- Scotiabank Arena
- CN Tower
- University of Toronto
- Budweiser Stage
- Distillery District
- Port Credit
- Metro Toronto Convention Centre
- Toronto Zoo
- TPC Toronto at Osprey Valley
- Exhibition Place
- The Danforth Music Hall
- CF Toronto Eaton Centre
- Harbourfront Centre
- Massey Hall
- BMO Field
- Trinity Bellwoods Park
- Royal Woodbine Golf Club
- Casa Loma
- Mount St. Louis Moonstone
- Dufferin Grove Park
- Royal Ontario Museum
- Horseshoe Resort
- Osler Bluff Ski Club
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