Holiday rentals with a pool in Richmond Hill

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Richmond Hill

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

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Guest favourite

Flat in Downtown Toronto

4.96 out of 5 average rating, 45 reviews

Ambient Vibe Downtown | CN Tower + Lake View Condo

The most exclusive condo where you can set the vibe by changing all the lights to your favourite colour. The perfect getaway and a home away from home. Immerse yourself in this two bedroom, two washroom Airbnb, with the perfect view of the CN Tower, lake and city skyline from the private balcony. Enjoy one of the only rooftop pools/terrace with unparalleled views of the city and cabanas/sun beds available to all guests, with everything you need to make your stay exceptional. Best location in TO

Top guest favourite

Home in The Beaches

4.99 out of 5 average rating, 143 reviews

Heated Pool-tub Open 365 Days

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Top guest favourite

Flat in Mississauga

4.96 out of 5 average rating, 114 reviews

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.

Top guest favourite

Home in Central Etobicoke

5 out of 5 average rating, 10 reviews

Luxe Haven Heated Pool Sauna Gym

Welcome to our luxurious 4-bedroom estate, perfect for families, friends, or couples. Enjoy a heated pool, private gym, and sauna for ultimate relaxation. Unwind in premium massage chairs and cook in the gourmet kitchen with high-end appliances. Elegant living spaces, high-speed Wi-Fi, smart TVs, and a state-of-the-art sound system ensure comfort and entertainment. Fresh linens, towels, and toiletries are provided .This luxurious retreat is more than just a place to stay – it's an experience.

Guest favourite

Guest suite in Lorne Park

4.92 out of 5 average rating, 154 reviews

Full apt on Upper floor near HWY - S Mississauga

Get the privacy & convenience of a hotel and comfort of a home. Many of our guests are repeat guests as they find a lot of value in staying here. In Lorne Park in S. Mississauga, the apartment is on the upper floor of a house with a separate entrance. One minute to QEW, 17 minutes from the airport, & 20 minutes to downtown Toronto, this spacious apartment is self-sufficient with a new, full kitchen with appliances, bathroom, laundry & parking. Ideal for all types of stays. No smoking please.

Guest favourite

Villa in North York

5 out of 5 average rating, 12 reviews

Award Winning Luxury Home with Heated Pool + Sauna

Winner of the 2023 RESA Home Staging Industry Award, my house was professionally designed to ensure my guests have a 5-star atmosphere to enjoy their stay. It has 3 bedrooms with 4 beds total, as well as 3.5 bathrooms and a sauna. It is fully equipped with everything you'll need including comfortable Fairmont Royal beds, high-speed WiFi, several 4K TV's, spacious rooms and a large backyard in a ravine lot. It has been recently renovated and has a brand new deck to relax on by the pool.

Top guest favourite

Farm stay in Essa

4.99 out of 5 average rating, 174 reviews

The Schoolhouse

Kick back and relax in this calm, stylish space. This school portable turned into a modern guest home is situated on acreage boasting with gorgeous views of forests, fields, grazing animals and sunsets. In warmer months, cool off in the stock tank pool, play on the volleyball court, and enjoy meals on the deck accessed from the bedroom and main entry. Relax by the campfire, walk nearby trails, visit restaurants, markets and shops. Planning your wedding? Ask about our wedding package!

Guest favourite

Guest suite in Mississauga

4.99 out of 5 average rating, 139 reviews

Modern Luxe Flat • Near YYZ Airport & Downtown T.O

MSG FOR DIRECT RATES Welcome to this modern and inviting 1 bed, 1 bath unit that boasts a bright and spacious atmosphere. With an open concept layout, this unit is designed to maximize both comfort and functionality. Located above ground, this unit receives an abundance of natural light that complements the modern aesthetic. Nestled in a tranquil ravine setting, this apartment offers a unique & serene environment that combines the beauty of nature with the comfort of modern living.

Top guest favourite

Home in Erin Mills

5 out of 5 average rating, 17 reviews

Family Oasis with Pool and Hot Tub

Bring the whole family to this great place with lots of room for fun. Enjoy the private backyard with a fenced in pool, trampoline, hot tub, outdoor has fire pit and sitting area. Private parking for two cars. Lots of space to spread out and enjoy. 2 family rooms with tvs, access to laundry, huge kitchen, and large dinning room for family dinners. Family friendly neighbourhood. Restaurants and shopping nearby. Backyard is private and exclusive to you only.

Guest favourite

Home in North York

4.91 out of 5 average rating, 70 reviews

Toronto Pool Retreat

Experience prestige and privacy in our spacious, well-maintained family home. Enjoy resort-like living with a private yard featuring an inviting pool, hot tub, and large deck. Plus, indulge in additional entertainment options like air hockey and ping pong. Perfect for entertaining! Steps away from ravines, parks, and nature trails, plus easy access to amenities and transportation. Your ideal Toronto getaway awaits!

Superhost

Home in Ajax

4.87 out of 5 average rating, 15 reviews

Luxurious house with private Pool

Enjoy Luxury Living in detached bungalow with 3 bedroom 1.5 washroom. Sitting on a Massive 50 Ft. Wide Lot with Fully Interlocked Resort Style Backyard Featuring Huge private Pool(closed mid September- end of May)along with Deck Prime Neighborhood of Ajax, 1.5km from Serene Ajax Lakefront 800 Mts from grocery store, convinience stores and restaurants 500 mts from Lush Parks and 4.5 km from Ajax Go Station

Guest favourite

Loft in Etobicoke

4.88 out of 5 average rating, 105 reviews

Beautifully Updated 2 Storey Condo w/ outdoor pool

Don't miss this perfectly located, 2 storey corner suite! Fully upgraded with a modern appeal. Steps away from Lake Ontario, 15 Minutes away from YYZ & DT Toronto (traffic varies) ! Enjoy peaceful amenities such as outdoor pool, sauna rooms & patio. Gym. Restaurants, grocery stores, Pharmacy, LCBO all within a 5 minute drive away & walking distance. **No parties permitted 1 Free parking with unit!