Vacation rentals with a pool in Richmond Hill

Find and book unique homes with a pool on Airbnb

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Popular amenities for Richmond Hill rentals with a pool

House rentals with a pool

Guest favorite
An open-concept living area is flooded with natural light, featuring a modern white sectional sofa on a plush rug. The space includes a kitchen with sleek cabinetry, a dining area visible in the background, and large glass doors that open to the outdoors.
Home in Vaughan
5 out of 5 average rating, 6 reviews

Vacation Getaway with Heated Spa-Pool Open365 Days

YasminRating, 5 stars2 months ago
I had an amazing experience staying at this beautiful home. The property was exactly as described, and even better in person! It was clean, spacious, and thoughtfully decorated, making it feel like a home away from home. The host was incredibly welcoming and responsive, ensuring that we had everything we needed for a comfortable stay. The location was perfect, with easy access to local attractions and amenities. I highly recommend this place to anyone looking for a relaxing and enjoyable stay. Can't wait to return!
Guest favorite
Home in North York
5 out of 5 average rating, 14 reviews

Award Winning Luxury Home with Heated Pool + Sauna

SymphoneeRating, 5 stars5 days ago
Lovely home. In close proximity to most of the things we wanted to visit. The kids loved the pool and arcade, and Ryan was very responsive if we had questions or concerns
Superhost
A spacious outdoor area features a heated spa-style pool with a connected Jacuzzi. An inviting gazebo sits near dining tables, surrounded by manicured greenery and lounge chairs. The backdrop showcases a well-maintained home under a clear blue sky.
Home in North York
5 out of 5 average rating, 3 reviews

Modern 5 Bedroom Home with Pool & Jacuzzi

Yalealem Rating, 5 stars7 months ago
We had a wonderful stay at Angie's house. The place is amazing—clean, bright, and welcoming. The host is incredibly sociable, friendly, positive, helpful, and proactive. Overall, we had a fantastic time, and I just want to say thank you!
Guest favorite
The heated pool is framed by a paved patio, featuring several red lounge chairs for relaxation. Lush greenery and shaded areas are visible in the background, complemented by a clear blue sky with scattered clouds.
Home in East Gwillimbury
5 out of 5 average rating, 5 reviews

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths

AbdulmalikRating, 5 stars1 month ago
This place is the perfect getaway for anyone looking to relax and enjoy quality time with family and friends. Surrounded by beautiful nature and fresh air, it offers a peaceful, private setting that’s ideal for both adventure and quiet moments. I highly recommend it to anyone seeking a refreshing escape.
Superhost
A swimming pool is surrounded by a natural landscape, featuring a patterned stone patio. A diving board is positioned beside the pool, providing a spot for fun. Lush greenery and trees create a serene backdrop, enhancing the outdoor retreat experience.
Home in Cedar Valley
5 out of 5 average rating, 6 reviews

Forest House | Golf/Hiking/Horse Riding Nearby

BrandonRating, 5 stars3 weeks ago
Had a really good time here place was beautiful. Would defiantly recommend if your looking for a weekend get away!! Hosts went above and beyond to make sure our stay was amazing.
Guest favorite
Home in North York
4.85 out of 5 average rating, 75 reviews

Toronto Pool Retreat

JasonRating, 5 stars1 month ago
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.
Superhost
Home in Mimico-Queensway
4.87 out of 5 average rating, 47 reviews

private backyard SPA oasis in Toronto

JJRating, 5 stars3 days ago
⭐️⭐️⭐️⭐️⭐️ Absolutely Outstanding Stay! This was hands down one of the best Airbnb experiences I’ve ever had. The home was spotless, beautifully designed, and had every amenity I could’ve asked for. The attention to detail—from the cozy linens to the fully stocked kitchen—truly made it feel like a home away from home. The host was incredibly responsive, thoughtful, and made check-in a breeze. The neighborhood was quiet and safe, yet close to everything we needed. The Hot Tubs, Sauna, and pool all came in hand when recovering from the Ice Hockey Tournament. I’m already looking forward to booking again next year—it’s become a new favorite! Thank you for making this such a memorable and seamless experience.
Guest favorite
The exterior of a Victorian-style home is framed by lush greenery. The exposed brick facade is complemented by vertical vines climbing the walls. Windows with white trim are positioned symmetrically, allowing natural light to enhance the inviting appearance of the house.
Home in Niagara
4.91 out of 5 average rating, 305 reviews

King West Victorian Studio Gem

TamerRating, 5 stars1 week ago
It was great to stay at Kathleen's. The place is very spacious and perfect for a one person or a couple. The location is very close to a lot of nice restaurants, coffee shops, bars, and a lot more. I like the neighborhood a lot. In the summer, you can also enjoy the park right across the street. The place was very clean, and Kathleen was a great communicator - on top of everything. It really felt like home. I stayed there for one month as I was in between places and honestly I wish I could have stayed more.

Condo rentals with a pool

Guest favorite
An outdoor pool area features a curved shape, surrounded by modern high-rise buildings. The pool has a clear blue surface and is enclosed by a glass barrier. Spacious, tiled decking offers room for lounging and relaxation.
Condo in North York
4.96 out of 5 average rating, 55 reviews

1 Bedroom Suite

SimonRating, 5 stars1 month ago
The space was wonderful and so was our host. Couldn’t have been happier. Thanks so much for letting us stay and being so accommodating Azeta!
Superhost
An indoor swimming pool area is featured, with clear water inviting relaxation. A stainless steel handrail provides stability for entry, while large windows allow natural light to illuminate the space. The area is equipped with tiled flooring and a clock on the wall for convenience.
Condo in Davisville Village
4.85 out of 5 average rating, 106 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

NhatRating, 5 stars3 days ago
Great location, the place is clean and the host is very responsive.
Superhost
A bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.
Condo in Downtown Toronto
4.89 out of 5 average rating, 101 reviews

Beautiful Condo Across CN Tower and MTCC

Daniela Rating, 5 stars5 months ago
I really enjoyed staying at William’s airbnb. Host was always responsive, professional and nice. The instructions were clear and easy to follow. Really recommend it!
Top guest favorite
A modern living area features a sleek sofa paired with a round coffee table. A flat-screen TV is mounted on the wall, providing entertainment options. Light streams in through large windows, illuminating the neutral color palette and contemporary decor. A standing lamp and wall art add subtle detail.
Condo in North York
4.95 out of 5 average rating, 41 reviews

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

RayRating, 5 stars1 month ago
Fantastic location, right above the subway line downtown which allowed me to work in the city, easily. Down the road are many Korean and Japanese restaurants. Groceries stores are abundant.
Guest favorite
An outdoor pool area features a large rectangular pool surrounded by lounge chairs and umbrellas. Several guests are seen enjoying the water, along with sunbathers on the deck. Modern condominiums provide a backdrop with various levels of outdoor space, enhancing the recreational atmosphere.
Condo in Toronto
4.93 out of 5 average rating, 152 reviews

Hidden gem in Humber bay shores Toronto w/ parking

RebeccaRating, 5 stars2 months ago
Super convenient area for getting around the city. Very clean and super friendly host.
Guest favorite
A comfortable living area features a sofa adorned with decorative cushions and two accent chairs. A cozy area rug with geometric patterns lies beneath, while a dining bar with seating for four is visible in the open-concept kitchen, complemented by stainless steel appliances.
Condo in Davisville Village
4.94 out of 5 average rating, 160 reviews

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

JasonRating, 5 stars2 weeks ago
We had a great time staying at this condo in Toronto—it reminded us a lot of our old place in Chicago. The view overlooking the city was beautiful, and the neighborhood itself was surprisingly calm and not overly crowded. There were plenty of nearby food and coffee options, which made it easy to grab something quickly without having to venture far. The location is well-connected, with convenient access to multiple train lines, and the condo itself was clean, well-maintained, and easy to settle into. I especially appreciated the eclectic artwork from different cultures throughout the home—it gave the space a unique and welcoming charm. All the appliances were easy to use, and the overall setup worked really well for a small group wanting to stay close to downtown. One heads-up: the parking garage can feel a bit tight if you’re driving a larger vehicle, but it’s definitely manageable. If you’re looking for a comfortable, convenient place in Toronto, this is it!
Guest favorite
An indoor pool area showcases a clear blue water surface, illuminated by natural light streaming through large floor-to-ceiling windows. The pool's shallow area is marked with a clear indication, and wooden benches are positioned along the walls, providing a place for relaxation.
Condo in Fort York
4.86 out of 5 average rating, 249 reviews

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

NoomenRating, 5 stars2 weeks ago
The view on CN tour by night is the best feature and i really recommend this place.
Top guest favorite
A light-filled bedroom features a spacious bed dressed in crisp white linens. Two bedside tables with lamps stand on either side. A large window provides a glimpse of the city outside, complemented by a decorative indoor plant and modern wall art.
Condo in Downtown Toronto
4.99 out of 5 average rating, 135 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

SusanRating, 5 stars1 week ago
Excellent property in a convenient location of a beautiful city! Condo was just as advertised and perfect for our family of four. Two teens were very pleased with lodging. Had everything we needed for occasional meal prep and laundry. Clean and bright with good window darkening available. Walkable and central. Right across from Rogers Centre and CN Tower. Easy access to public transportation as well. I would recommend to anyone looking for a wonderful urban getaway. Bri and Mike were very responsive to any questions we had! Overall, one of our best AirBnB experiences!

Quick stats about vacation rentals with a pool in Richmond Hill

  • Total rentals

    70 properties

  • Total number of reviews

    870 reviews

  • Family-friendly rentals

    20 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 properties include access to wifi

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  5. Rentals with pools