Holiday 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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Superhost
A modern kitchen area is presented with sleek white cabinetry and black appliances, complemented by a textured backsplash. A dining table with two black chairs sits invitingly, while greenery is introduced by a potted plant in the corner, enhancing the clean and contemporary design.
Home in Scarborough
4.94 out of 5 average rating, 124 reviews

Cozy Modern Suite•Heated Flrs•Game Rm•Free Pkg

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 favourite
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 Village
4.9 out of 5 average rating, 105 reviews

Prestigious Bluffs Private Guest Suite

Enjoy this beautiful, private, sun-filled suite with a large secluded yard and pool in a safe, upscale and serene forested neighborhood where deer and other wildlife are often spotted. A short walk to public transit (TTC, GO Trains), shopping, restaurants, parks and scenic trails to the top of the Bluffs with breathtaking views of Lake Ontario. Hike down to the waterfront trail to Bluffers Park Beach and Marina. Fast Fibre Internet. Parking for multiple vehicles and an EV charger (Tesla/J1772).

Guest favourite
A modern living area features a grey sectional sofa paired with a wooden coffee table. Natural light streams through large windows, revealing a view of the city. A 55-inch Smart TV is positioned on a dark wood console, complemented by decorative elements on the table.
Apartment in Entertainment District
4.93 out of 5 average rating, 122 reviews

Charming Condo w Parking, CN Tower View & Pool

Enjoy your stay at a charming & modern condo located in the heart of downtown Toronto. Stop settling for sub-par accommodations, and treat yourself to this fully equipped, meticulously cleaned unit with 1 Queen Bed + 1 Sofa Bed. You will be within steps (literally) to the CN Tower, Rogers Center, Ripley’s, and many of Toronto’s top attractions. I am an extremely passionate & attentive host who will cater to your requests and desires. Shoot me a message to get started on your Toronto getaway.

Top guest favourite
The kitchen features modern appliances and a sleek countertop, while a dining table with six chairs occupies the central space. A vibrant artwork adorns the wall, and large windows provide a view of the cityscape, letting in natural light.
Apartment in Entertainment District
4.98 out of 5 average rating, 128 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Enjoy your luxury condo in heart of Entertainment District. Best location in the downtown! Very close to all major attractions but silence and comfortable to enjoy city life. Breathtaking view, step away from CN Tower, Aquarium, Metro Convention Centre, Rogers Centre, TiFF, Union Station, Scotiabank Arena, Lake Ontario and others Outdoor pool in 15th floor with CN Tower view (seasonally open), gym area with new equipments, hot tub, steam room and other amenities ready for your leisure

Guest favourite
A modern kitchen is highlighted, featuring sleek cabinetry and stainless steel appliances. A clear wine glass rests on a marble countertop, reflecting the subtle lighting above. The atmosphere conveys a refined but functional cooking space.
Flat in Entertainment District
4.92 out of 5 average rating, 121 reviews

Cozy Condo Next to CN Tower

Experience the best of Toronto in our modern one-bedroom plus one sofa bed condo, ideally located in the vibrant heart of the city. Enjoy breathtaking views from a high floor, offering a perfect retreat for urban explorers and business travelers. With easy access to top attractions, including the iconic CN Tower, and excellent commuting options, our condo combines comfort with convenience, making it the ideal base to discover Toronto's charm and energy.

Guest favourite
A spacious living area features a light-colored sofa, positioned next to a circular coffee table. A large smart TV displays the Netflix logo. Nearby, floor-to-ceiling glass doors provide access to a balcony with views of the surrounding area. Light wood flooring adds warmth.
Flat in Entertainment District
4.9 out of 5 average rating, 41 reviews

Rare 1BR - Rooftop Pool, Next to MTCC & CN Tower

Our space is professionally designed, located just a couple of minutes by foot from all major attractions. The unit is perfect for international visitors, families, and business travellers. About the unit: ➜ Located 2 minutes from CN Tower, Metro Toronto Convention Centre, Rogers Centre ➜ Amazing view of the lake / Skydome ➜ 24HR self check-in ➜ Over 600 ft² / 60m² of space ➜ Walk score of 100 - Excellent! ➜ Transit score of 100 - Excellent!

Top guest favourite
A modern living room features a gray oversized sectional sofa adorned with various decorative pillows. A circular wooden coffee table and a potted plant enhance the space. The wall is decorated with a large, abstract artwork, and light filters through sheer curtains, creating a serene atmosphere.
Flat in Fort York
4.99 out of 5 average rating, 133 reviews

The Fort York Flat

Welcome to the Fort York Flat! This 2 Bedroom, 1 Bathroom space has been thoughtfully renovated using a mixture of modern and contemporary decor to create a relaxing, upscale place to kick back while enjoying everything Downtown Toronto has to offer. Our location and smart lockbox located at the front doors makes checking into the flat easier than ever, no need to worry about fussing with the front desk staff or waiting for elevators. 

Guest favourite
A well-lit living area features two light-colored sofas arranged around a dark coffee table. A television is positioned on a white entertainment unit, with a stylish chandelier above. Large windows with sheer turquoise curtains allow natural light to enhance the hardwood flooring.
Townhouse in West Queen West
4.75 out of 5 average rating, 177 reviews

King West Triplex Main FLR PVT APT 1 BDRM Parking

KING WEST TRIPLEX Mainfloor unit is overlooking the Park and has a Pool in front, baseball and tennis courts, ping pong table and enclosed Dog Park! Hardwood floors, 12ft ceilings, private parking in the rear and a private back patio. Pets permitted. Two blocks from King and Bathurst, club, bars/patio restaurant district, and grocery store. Long term: Request 31 nights or more to avoid paying an additional 13% tax.

Superhost
Flat in Pickering
4.93 out of 5 average rating, 14 reviews

Pool/ King Bed/Wifi/Toronto LakeView/Free Parking

The Shopping & Dining Retreat Shop, dine, and relax in style. This chic 1-bedroom condo features high-end décor, a queen pull-out sofa, and a full kitchen. 🛍️ Just steps from a vibrant mall and countless restaurants. 🚆 Toronto is only 23 minutes away via GO. Perfect for weekend getaways, foodie trips, or retail therapy. Secure your dates now and enjoy the ultimate mix of comfort and city convenience!

Guest favourite
A spacious bedroom features large windows, allowing natural light to fill the room. A comfortable bed is centered against a dark accent wall, complemented by minimal artwork. A round mirror hangs on the adjacent wall, and warm lighting is provided by a bedside lamp.
Flat in Mississauga
4.88 out of 5 average rating, 112 reviews

Condo in Heart of Mississauga

Just an 8-minute walk to Square One Mall, this cozy condo is perfectly located — 15 minutes from Pearson Airport, with easy access to highways and public transit. Downtown Toronto is just a 30-minute drive away (traffic permitting). Inside, you’ll find a comfortable bed, a private terrace to relax on, and the convenience of one free designated parking spot included with your stay.

Top guest favourite
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, 162 reviews

4BR-Year-Round Heated Pool & Hot Tub Family Oasis

Make lifelong memories in this 4-bed oasis right next to the lake with a heated pool & hot tub open all year Sleeps 10 in 4 comfy bedrooms Pool, hot tub, fire-pit & BBQ outside Kids covered: crib, bath & safety gates Fast Wi-Fi, full kitchen and shops 5 min away keep everyone happy. Book your stay before your dates disappear!

Superhost
Flat in Entertainment District
5 out of 5 average rating, 3 reviews

Toronto Unique 2BEDS condo next CN tower/lakeshore

Welcome to our modern condo at DT Toronto, right next to Toronto’s beautiful Lakeshore! Perfect for short-term newcomers, remote workers, and families, our space offers comfort, safety, and convenience all in one.

Popular amenities for Scarborough rentals with a pool

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Quick stats about holiday rentals with a pool in Scarborough

  • Total holiday rentals

    Explore 160 holiday rentals in Scarborough

  • Nightly prices starting at

    Scarborough holiday rentals start at £7 per night before taxes and fees

  • Verified guest reviews

    Over 4,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    50 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    80 properties have a dedicated workspace

  • Wifi availability

    150 of Scarborough holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Scarborough rentals

  • 4.7 Average rating

    Scarborough stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Scarborough’s top spots include Aga Khan Museum, Ontario Science Centre and Toronto Zoo

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