Holiday rentals with a pool in Greater Toronto Area

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Greater Toronto Area

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

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Guest favourite

Home in Barrie

4.92 out of 5 average rating, 85 reviews

Luxurious 4BDRM-King Bed-Barrie-near Snow Resorts

Our luxury home rental is located in one of the best neighborhoods in Barrie. Secluded neighborhood surrounded by forest. 5 min to HWY 400 8 min to Downtown Barrie 11 min to Snow Valley Ski resort 40 min to Blue Mountain & Wasaga Beach 25 min to Friday Harbor Resort Free WiFi-Cable & Parking Perfect home for families and large groups. Newly renovated home, with beautiful large outside area and swimming pool. Accommodates up to 9 guests. Pool open May 31 (Solar heated) Pool closes Sept.7

Top Guest favourite

Home in Niagara Falls

4.98 out of 5 average rating, 66 reviews

whole house with Hot tub. 5 min walk(attractions)

About this property -Require atleast 3 good reviews before acceptance - Heated underground pool with lights - 9 Person hot tub with lights and waterfalls - 2 Car parking (up to 4 cars) - 3 Cozy bedrooms (2 bedrooms with Qled T.VS) - 70 Inch smart T.V in living room with brackets to move T.V. - 2 smart T.VS in 2 of the 3 bedrooms - Fully equipped kitchen with water and ice maker fridge - 6 Minutes walk to all attractions - Complementary coffe and tea - Living room couch turns into a bed

Superhost

Condo in Wasaga Beach

4.91 out of 5 average rating, 79 reviews

Wasaga Beach/WaterFront BeachHouse/ BBQ/AC/parking

Beachfront! Beachfront! Fabulous Airconditioned Beachfront Townhouse Condo in Wasaga Beach! Firepit/ Fireplace/ Free Wifi/ Free Parking/ 4 Beds in a 2-bedroom cozy townhouse steps from the sandy beaches of Wasaga. Clean and family-friendly complex with pool and beach perfect for summer vacation. Approx 1.5 hours drive from GTA area, and 20 minute drive to Collingwood, 30 Mins to Blue Mountain SKI Hills. ***Outdoor Pool OPEN NOW only available for guest use from Mid of May- September.

Superhost

Condo in Oro

4.85 out of 5 average rating, 81 reviews

Hillside Haven: Serene Studio Retreat for 4

Escape to the serene Carriage Club Resort Studio! Dive into our inviting swimming pool, gather 'round the firepit, or challenge friends to volleyball. Stay active in our modern gym, then explore nearby skiing and golf. Pamper yourself at Vetta SPA or hit mountain biking and hiking trails. Your cozy studio, with a king-size bed and pull-out sofa, sleeps 4 comfortably. Nestled in rolling hills, just a 15-minute drive from Bass Lake's sandy shores. Discover tranquility with a touch of adventure!

Superhost

Condo in Innisfil

5 out of 5 average rating, 3 reviews

Luxurious 2-Bed, 2-Bath Furnished - 5 Star Resort

Spectacular view of marine and lake view! Abundant natural light. Opening to a spacious atmosphere. 1,010.00 sf, luxurious living space. 2 bedrooms equipped, 2 upgraded bathrooms. Fully furnished, all brand new furniture. Hot top available all season. Kitchen includes Island, microwave oven, toaster, kettle (all new). Dining table seats four. 65 inch Sony smart TV. Washer & dryer. Over 15 days+ require to pay utilities. Underground parking. Wifi included. long term rental available.

Guest favourite

Home in Niagara-on-the-Lake

4.89 out of 5 average rating, 74 reviews

Wine country Cottage 15 min drive to old Town NOTL

Welcome to our modern, spacious vacation rental, featuring a stylish interior and a private backyard pool, all situated in a safe and quiet neighborhood. Conveniently located just 15 minutes drive from the world-famous Niagara Falls and the charming downtown area of Niagara-on-the-Lake—one of Canada’s prettiest towns. Enjoy great wineries, restaurants, golf courses, and outlet shopping nearby, as well as a post office, grocery and hardware stores, and a park with a children’s playground.

Superhost

Home in The Blue Mountains

4.89 out of 5 average rating, 212 reviews

Large 4 Br - 4.5 Bath; Sauna/Shuttle Bus/2 King bd

Imagine a super large, cozy vacation home nestled in the heart of Blue Mountain Ski Resort, offering a perfect blend of luxury and comfort. Four bedrooms with 2 King beds. This expansive retreat boasts multiple levels thoughtfully designed to provide the utmost relaxation and tranquility. The home features 4.5 spacious bathrooms. Our Sauna and Entertainment basement is ready for guests' enjoyment. Walk to the Village or take a Free Shuttle Bus. Walk to Pool in 1 minute from our home.

Guest favourite

Condo in The Blue Mountains

4.81 out of 5 average rating, 145 reviews

Rivergrass Hot Tub, Pool, Clean, Lovely, Great Loc

This beautiful private 2 bedroom condo is in the incredible Rivergrass Resort, right across from the Village. It sleeps four comfortably and you’ll be a short walk to the to the hills and in the center of everything Blue Mountain has to offer. Guests adore this condo’s stylish furnishings hotel amenities including a four-season hot tub and seasonal pool, private patio with gas BBQ, and three TVs with cable and streaming services. This condo is ideal for couples, friends, and families!

Guest favourite

Home in Utopia

4.85 out of 5 average rating, 40 reviews

Serene Escape: A Nature Getaway

Escape to our secluded woodland oasis, where privacy and tranquility reign supreme. Our tastefully furnished cottage boasts modern chic décor with all-new furniture, making it the ultimate nature lover's retreat. Discover nearby attractions, including the sands of Wasaga Beach, just 30 minutes away, or hit the slopes at Snow Valley Ski Resort, only 15 minutes drive. Enjoy complete relaxation, surrounded by trees and birds, and take a dip in the pool, available from June to September.

Superhost

Cabin in Fergus

4.88 out of 5 average rating, 101 reviews

Luxury Oasis!! Heated Pool☆Sauna ☆Hot tub☆4Patios

Featured in Forbes "5 Charming Towns In Ontario" A cottage which has more to offer than a resort. Be it Summer or Winter! Indulge in the longest waterfront view you've ever seen from a cottage, nestled atop a hill. With an array of luxurious amenities, including heated pool, sauna, hot tub, gym, outdoor kitchen, fire pit, and multiple patios, this retreat exceeds all expectations. 4 family rooms, offices, a chef's kitchen, 10-person dining area, your every need is catered to.

Guest favourite

Guesthouse in Caledon

4.86 out of 5 average rating, 42 reviews

Caledon rural apartment with hot tub and pool

Come and enjoy the outdoors in a peaceful modern apartment in rural Palgrave. 6 minutes from Caledon Equestrian Park. Owners live on property and we don’t allow permit parties or events of any size. 2 Bedrooms, each with luxury king beds and bedding. Spa shower and toiletries. Apartment is self contained. No pets allowed and no smoking inside, shared use of heated salt water pool (open June 1st to Sept 30) and hot tub. No weddings, parties, or showers allowed

Guest favourite

Apartment in Innisfil

4.96 out of 5 average rating, 27 reviews

Modern Luxury Delight with a Pool and Hot Tub

Welcome to the Highpoint Condo. This 2 bed / 2 bath third floor suite has a beautiful view of the Pool and Hot Tub. Based in a prime location, this suite is the ideal place to unwind and take in the stunning views of the pool and hot tub. It's the perfect spot to start your day with a cup of coffee or end it with a glass of wine. Look forward to just lounging, sunbathing, or dining al fresco. Come and enjoy this unique and tranquil getaway.