Holiday rentals with a pool in Scarborough

Find and book unique homes with a pool on Airbnb

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 $26 SGD per night before taxes and fees

  • Verified guest reviews

    Over 4,560 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

    90 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

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 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
4.88 out of 5 average rating, 110 reviews

Bluffs Private Suite | Pool | Pets Ok | EV Charger

Enjoy this beautiful, sun-filled private suite with a large pool and secluded fenced yard in a safe, upscale and serene forested neighbourhood 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. EV charger (Tesla/J1772).

Top guest favourite
A bright and airy living space features large corner windows that offer expansive views of the city. A modern sectional couch is paired with a light rug, while a flat-screen television is mounted on the wall. Lush green plants add a touch of nature to the inviting décor.
Apartment in Yorkdale
5.0 out of 5 average rating, 151 reviews

The Penty: Luxurious Penthouse with Pool, Hot Tub

Welcome to our modern & luxurious corner penthouse! Stylishly designed with lush greenery and upscale touches, this bright space offers comfort, elegance, and a relaxed tropical vibe. Take in stunning panoramic city views and unwind with premium amenities including an outdoor pool, hot tub, and steam room sauna. Just a 15-min drive to downtown. Public transit at the doorstep. 10-min drive to Rogers Stadium. Perfect for discerning guests seeking an elevated stay in Toronto’s vibrant urban core

Guest favourite
Flat in Downtown Toronto
4.93 out of 5 average rating, 152 reviews

Stunning Skyline View Condo, Steps to CN Tower

Stay in the heart of downtown Toronto in this modern one-bedroom condo just steps from the CN Tower, Rogers Centre, and the waterfront. The unit features a comfortable queen bed in the bedroom and a sofa bed in the living room, perfect for couples or small groups. Enjoy skyline views through floor-to-ceiling windows or relax on the private balcony. The condo includes a full kitchen, smart TV, high-speed Wi-Fi, and in-suite washer and dryer. Guests also have access to a gym and outdoor pool .

Superhost
A serene backyard is highlighted by a clear swimming pool surrounded by natural stone coping. Comfortable seating arrangements with dark wicker chairs and a sleek table are positioned nearby, offering a relaxing spot. Lush greenery frames the area, providing a peaceful atmosphere.
Guest house in Mississauga
4.89 out of 5 average rating, 111 reviews

“CasaDeLeon”- Modern and cozy Lakeview guesthouse

Forget your worries in this quiet,, spacious & serene space. King+queen air/4 twin , lrg patio doors overlooking lush greenery in private backyard oasis. Enjoy in/outdoor living & access to private basketball court, trampoline. Landscaped backyard w deck, bbq, tons of board games, 4K projector (stream from G00gle chromecast) for large screen media / movies, and wine fridge, espresso bar, fridge w ice maker, full bathroom, heated flooring. IMPORTANT: You MUST read “Other Details To Note”

Superhost
A spacious living area features a comfortable sofa and a glass coffee table, complemented by a large piece of wall art depicting a serene landscape. Natural light floods in through glass doors that open to a private balcony, enhancing the open feel of the room.
Apartment in Downtown Toronto
4.81 out of 5 average rating, 293 reviews

Elegant Toronto Lakeview Condo 1+1 w. Free Parking

Step into a world of breathtaking, unobstructed lake views from the private balcony of this executive-style condo. The cozy interior blends comfort and style perfectly. Every inch of this compact space is designed for your convenience and relaxation. Located within walking distance of iconic attractions like Rogers Centre, Scotiabank Arena, Billy Bishop Airport, and the vibrant Entertainment District. Perfect for couples, solo adventurers, business travelers, and families (with kids).

Guest favourite
Apartment in Downtown Toronto
4.92 out of 5 average rating, 198 reviews

High-Floor w/ Balcony | CN Tower | Scotia | Rogers

Entire stylish and modern condo in the heart of DT Toronto! WALK to Toronto's main attractions: → CN Tower / Aquarium / Rogers Centre (7 mins) → Scotiabank Arena (2 mins) → Union Station (2 mins) → Lake Ontario Waterfront (3 mins) → Direct access to the underground PATH Highlights: → Secured building access with 24/7 concierge → Spacious balcony with patio set → Electrical fireplace → Washer + dryer with detergent →MONTHLY STAYS: Access to fitness centre, pool, sauna!

Guest favourite
A well-furnished living area is shown, featuring a dark leather couch, a round wooden coffee table, and a comfortable chair. A large flat-screen TV is positioned on a media console, while natural light enters through expansive windows, revealing a light-colored rug and decorative plants.
Apartment in Downtown Toronto
4.91 out of 5 average rating, 334 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

This Chic, Upscale Suite Is A Luxurious Home Base In The Heart Of Toronto's Entertainment District. The Perfect Location If Attending The Toronto International Film Festival (TIFF), And Just Steps To Nearby Venues, such as CN Tower, Rogers Centre, Subways, Restaurants, Shopping, Metro Toronto Convention Centre And Lake Ontario. Everything You Will Need To Have An Amazing Stay Is Included. *NOTE There Is No Parking Included. *The Pool & Sundeck Are Open For The Season!*

Superhost
Apartment in Downtown Toronto
4.81 out of 5 average rating, 295 reviews

Stylish 1+1 Corner Suite |Steps to Lake&Downtown

Modern Corner Unit with Stunning Views | 1+1 BR at 209 Fort York – Prime Downtown Location Step outside and you're just minutes from Toronto’s top attractions: 🗼 CN Tower & Ripley’s Aquarium ⚾ Rogers Centre & Scotiabank Arena 🎡 Exhibition Place & BMO Field 🌊 Harbourfront Centre & Toronto Islands Ferry 🌳 Coronation Park & Martin Goodman Trail 🛍️ Queen West & King West Everything downtown is easily accessible with steps away from public transportation.

Guest favourite
Home in Don Mills
5.0 out of 5 average rating, 11 reviews

Luxury 4BR Designer Retreat with Heated Wave Pool

Experience a luxury stay in Toronto’s prestigious Don Mills neighborhood. This designer 4-bedroom bungalow blends modern elegance with resort-style comfort, featuring stylish interiors, a fully equipped kitchen, high-speed Wi-Fi, and a private heated wave pool. Backing onto a scenic ravine, it offers exceptional privacy and peaceful views. Ideal for families, groups, and business travelers, with easy access to shopping, dining, parks, and downtown Toronto.

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, 185 reviews

Luxury 4BR: 365 Days Open- Heated Pool & Hot Tub

A Private Luxury Getaway in Toronto’s Most Coveted Neighbourhood Escape to an extraordinary 4-bedroom luxury home in Toronto’s iconic Beaches, where sophisticated design meets relaxed lakeside living. This top 1% rated Airbnb property offers an unforgettable weekend experience—perfect for families, couples, or a curated group of friends seeking both comfort and wow-factor. A year round private heated pool and hot tub are yours to enjoy !

Superhost
An expansive balcony features a glass railing that allows for unobstructed views of the surrounding area. The tiled floor reflects sunlight, and the skyline is visible in the distance under a partly cloudy sky.
Flat in Scarborough
4.92 out of 5 average rating, 12 reviews

2BR+Den Condo w/ Stunning Views

Experience Solaris Views – Sky Suite. This spacious, modern retreat offers unparalleled comfort and convenience in the heart of Scarborough and boasts breathtaking views of the city skyline. Conveniently located near Hwy 401/DVP and public transit (TTC/GO), with easy access across the Greater Toronto Area. Guests enjoy luxury amenities including a pool, gym, sauna, hot tub, rooftop deck, media room, billiards, and 24-hour concierge.

Guest favourite
A private outdoor space features a hot tub positioned beside a blue swimming pool. Surrounding amenities include a charcoal grill, dining table, and lounge chairs set on a wooden deck, with trees providing natural shade and decorative lighting enhancing the evening atmosphere.
Home in Toronto
4.86 out of 5 average rating, 106 reviews

Toronto Pool Retreat

Spacious and private family home with 5 bedrooms, sleeping up to 10 guests. Enjoy a seasonal pool open May to September (not heated), an all-season hot tub, large backyard, and games area with ping pong, air hockey, and foosball. Includes a fully equipped kitchen, multiple living spaces, and 3.5 bathrooms. Conveniently near Hwy 401, DVP/404, shopping, and supermarkets. Respectful family and group stays only — no parties.

Popular amenities for Scarborough rentals with a pool

When is the best time to visit Scarborough?

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Avg. price$114 SGD$101 SGD$115 SGD$96 SGD$105 SGD$123 SGD$127 SGD$128 SGD$123 SGD$119 SGD$100 SGD$98 SGD
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