Vacation rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Scarborough

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

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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, 105 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!

Guest favorite

A spacious backyard features a large swimming pool surrounded by lush greenery. An umbrella provides shade to a seating area, while trees encircle the space, enhancing privacy. A fenced perimeter ensures safety, and the pool is inviting under dappled sunlight.

Guest suite in Scarborough

4.89 out of 5 average rating, 94 reviews

Prestigious Bluffs Private Guest Suite

Beautiful, private, sun-filled guest suite with a large private yard and pool in a safe, upscale, tranquil, forested neighbourhood. Deer and other wildlife. Short walk to public transport (TTC, GO Trains), shopping, restaurants, parks and trails to the top of the Bluffs with breathtaking views of Lake Ontario and also down to the waterfront trail to nearby Bluffers Park Beach and Marina. Parking for 6 vehicles and boat trailer. Fast Fibre Internet. EV Charger (Tesla/J1772). No parties or events.

Top guest favorite

Apartment in Newmarket

4.99 out of 5 average rating, 180 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.

Guest favorite

The indoor saltwater pool area features large windows allowing for natural light to flood the space. The pool is bordered by tile flooring with safety signage visible. Minimalistic design elements include sleek lines and modern lighting, creating a contemporary swimming environment.

Condo in Davisville Village

4.93 out of 5 average rating, 269 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

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, 18 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

Top guest favorite

A serene view captures a modern two-story structure surrounded by lush greenery. The inviting backyard features a manicured lawn, decorative shrubs, and a patio area. A sparkling in-ground pool reflects the clear sky, with a pool ladder leading into the water.

Guesthouse in Brampton

5 out of 5 average rating, 55 reviews

Bright and Airy Guest Suite with Pool

Large windows, high ceilings, fresh modern decor, cedar sauna, fitness room and backyard pool best describes our Garden Suite. Spoil yourself in everything this space has to offer. Featuring a comfy queen size bed sheeted with luxury cotton and down duvet. A large queen pull-out couch offers space for extra sleepers. Take some time to refine your culinary skills with the well appointed kitchen. Don't overpack, your in-unit washer and dryer will keep your clothes clean.

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

1，Welcome to my home in the heart of midtown Toronto in the Yonge & Eglinton area! It sleeps three guests comfortably and is an excellent base for your Toronto adventures! 2，With excellent access to public transportation, you can be in downtown within 15 minutes; you are a 5-minute walk from Eglinton Subway Station, 2 mins from TTC, and within walking distance to tons of shops and restaurants. 3，Loblaws (grocery) & LCBO (liquor) on the main floor of the building.

Superhost

An indoor pool area showcases a well-maintained swimming pool with clear water. Large windows allow natural light to fill the space, while modern lighting fixtures and a sleek ceiling enhance the ambiance. Safety equipment is visible, ensuring guest security.

Condo in Scarborough

4.94 out of 5 average rating, 47 reviews

Luxury High Rise Living | Parking, Gym, Pool, View

Experience upscale high-rise living in this stylish 2-bedroom, 2-bath condo in Scarborough. Enjoy breathtaking forest views from your private balcony and modern open-concept design. Just steps from Scarborough Town Centre and the TTC, with easy access to Highway 401. ✔ Panoramic forest views ✔ Modern open-concept living ✔ Access to gym, indoor pool, and secure parking ✔ Steps to Scarborough Town Centre & TTC ✔ Easy access to Highway 401

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, 81 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

Superhost

A serene outdoor pool area is surrounded by neatly arranged lounge chairs and greenery. The clear blue water invites relaxation under a partly cloudy sky, while modern buildings are visible in the distance. An umbrella provides shade at one edge of the pool.

Loft in Etobicoke

4.88 out of 5 average rating, 107 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!

Top guest favorite

A cozy bedroom features a queen size bed dressed in a grid-patterned duvet. On either side of the bed, wooden nightstands hold lamps with soft fabric shades. A large artwork hangs above the bed, and rich blue curtains frame a window.

Condo in North York

4.97 out of 5 average rating, 37 reviews

Uptown YYZ ! Live Work Relax - Home Away From Home

Located in the heart of uptown Toronto, this unit offers unparalleled convenience. Just steps away from subway stations and surrounded by a variety of restaurants, it provides a simple yet comfortable ambiance that feels like home. Enjoy easy access to all the city has to offer from this central location. Downtown Toronto is just a short subway ride away, and Highway 401 is only a few minutes' drive.