Vacation 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 favorite

The indoor heated saltwater pool is accompanied by a hot tub, surrounded by smooth tile flooring. Natural light enters through a skylight, illuminating the serene space, with modern lighting fixtures lining the walls and tropical plants adding subtle greenery.

Condo in North York

4.81 out of 5 average rating, 352 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

In the heart of Midtown (close to downtown), this is a modern 2 Bedroom, 2 Bathroom, 900 square foot loft, in a high rise building. My place is perfect for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets) are welcome too! The condo is in pristine condition with a fully equipped kitchen, living area, two comfy beds, two full piece washrooms and a balcony with all the luxuries and amenities you need. My spot is close to Underground Subway Train Station - Yellow Line, 24/7 Bus Accessible, Yonge Street, 24 hour restaurants, 24 hour grocery store, Bars, Clubs, Restaurants, Movies, Highway 401. There is no shortage of things to do around here. Thank you for considering staying with me during your visit to Toronto. Whether you're coming for business, pleasure, or to visit family, I think you will tremendously enjoy my suite and my neighborhood.

Top guest favorite

A spacious backyard is highlighted by a fenced swimming pool surrounded by lounge chairs. A well-maintained lawn features picnic tables and outdoor recreational areas, with trees in the background reflecting fall colors under a partly cloudy sky.

Dome in Bradford West Gwillimbury

4.96 out of 5 average rating, 386 reviews

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...

Guest favorite

The outdoor area features a large in-ground swimming pool surrounded by a stone patio, with bright yellow chairs positioned nearby for relaxation. Lush greenery and wooden fencing provide privacy, creating a tranquil space ideal for outdoor enjoyment.

Home in Scarborough

4.95 out of 5 average rating, 109 reviews

Modern Custom Home w/ Pool, Games & Parking

Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Top guest favorite

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Apartment in Newmarket

4.99 out of 5 average rating, 182 reviews

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.

Superhost

The indoor swimming pool area features a tiled pool surrounded by natural light from large skylights. Two colorful floats are positioned on the water surface, and glass doors provide a view of the outdoors, enhancing the open and airy feel of the space.

Villa in North York

4.94 out of 5 average rating, 156 reviews

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.

Top guest favorite

A modern living area features a sleek kitchen equipped with stainless steel appliances, including a microwave and oven. A comfortable sofa is positioned beside a large window, offering natural light. A breakfast bar with stools enhances the inviting space, which includes a neutral-toned area rug.

Condo in Unionville

5 out of 5 average rating, 20 reviews

Modern Downtown Unionville Stay

Cozy 1+Den Condo in Downtown Unionville Stay in our modern condo with 11-foot ceilings, two beds, a fully equipped kitchen, and a 4K TV. Enjoy access to the building’s pool and gym for your convenience. Located just 5 minutes from Unionville GO, 30 minutes to downtown Toronto or Pearson Airport, and close to the Markham Pan Am Centre. With restaurants, gyms, and VIP theaters nearby, it’s the perfect base for work or leisure. Book your stay today to experience the best of Unionville!

Top guest favorite

The serene backyard features a heated saltwater pool surrounded by a stone deck, bordered by lush greenery and blooming trees. A patio area includes outdoor seating and a grill, while large windows overlook the pool, enhancing natural light in the adjacent indoor space.

Home in The Beaches

4.99 out of 5 average rating, 148 reviews

Heated Pool-tub Open 365 Days

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, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

Guest favorite

A serene pool area is illuminated by soft lighting, highlighting the clear water and inviting atmosphere. Surrounding the pool, comfortable lounge chairs and seating areas are arranged for relaxation. The natural surroundings create a peaceful backdrop, enhanced by the warm glow of lights.

Villa in Whitchurch-Stouffville

4.96 out of 5 average rating, 25 reviews

Cedar Escape • Sauna • 10-Acre Private Forest

Welcome and discover Your Forest Sanctuary. Nestled in a lush 10-acre private forest, find a haven where nature embraces you. Unwind along trails, feel the refreshing forest shower, and gather around the fire pit for magical moments. Indulge in sauna bliss and poolside serenity, immersed in nature's tranquility. Close to the city, yet far from hustle and bustle. Come, relax, and discover the magic of living in harmony with nature. Also enjoy the convenience by hi-speed internet.

Superhost

A modern kitchen is presented with a combination of light wood and white cabinetry, featuring stainless steel appliances. A microwave, coffee maker, and sink are included, along with a stovetop and oven. The space is illuminated by recessed lighting and a circular ceiling fixture.

Apartment in Markham

5 out of 5 average rating, 4 reviews

Breathtaking View Entire Condo Markham

Breathtaking High-Rise Condo in Prime Markham | Walk to Dining & Shops ! Stylish one-bedroom condo in prime Markham with stunning high-floor views of Toronto’s east, north, and south. Features a comfy queen bed, modern bathroom, fully equipped kitchen, in-suite laundry, and a secure underground parking. Walking distance to restaurants, cafés, grocery stores, offices, and plazas. Thoughtfully prepared by the owner for first-time Airbnb guests—perfect for business or leisure stays!

Top guest favorite

A bright and airy living area features large windows that allow natural light to fill the space. Comfortable seating is arranged around a central rug, while a wall-mounted television provides entertainment. The entrance is visible with a stylish door and greenery outside.

Home in North York

4.88 out of 5 average rating, 82 reviews

Casa Meya - Toronto Poolhouse Villa

Casa Meya : This exclusive modern and fully renovated Villa at 2024. Upper Floor : Beautiful Kitchen with brand new Bosch and LG appliances. An Island to host 4 guests plus a 6 seats Dining Table. 85" Samsung QLED TV to watch included Premium TV channels. Master Bedroom ( KING ) - 65" TV / 1st Bathroom 2nd Bedroom ( QUEEN ) - 42" TV / 2nd Bathroom Lower Floor : 3rd Bedroom ( QUEEN ) - 42" TV / 3rd Bathroom

Guest favorite

A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

Condo in Mississauga

4.84 out of 5 average rating, 271 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

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.

Top guest favorite

A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.

Guest suite in Rexdale

4.9 out of 5 average rating, 73 reviews

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

Our 1-bedroom, 1.5-bathroom Airbnb in-law suite near Toronto Pearson Airport offers comfort and convenience. Private entrance, massage chair, sauna, and garden view make it an ideal choice. Just 20-25 minutes to downtown attractions, close to Woodbine Casino, high-end shopping, and a walking distance to the Humber River recreational trail. Your perfect Toronto retreat awaits you!