Holiday rentals with a pool in Scarborough

A comfortable living area is presented with a light-colored sectional sofa and a brown leather armchair. A modern entertainment unit displays a flat-screen television, complemented by framed artwork on the walls. A soft area rug partially covers the wooden floor, enhancing the inviting atmosphere.

4.94 out of 5 average rating, 126 reviews

Luxury Downtown Condo For 4 (CN Tower Views)

Step into luxury at this stylish condo that sleeps 4 nestled in the vibrant Entertainment District. Immerse yourself in city life with proximity to iconic attractions such as the CN Tower, Metro Convention Centre, Rogers Centre, & Scotia Bank Arena—all just steps away. A short stroll leads you to an array of upscale dining, shopping, and entertainment options. Enjoy the modern and tranquil ambiance we've curated within the unit, while taking in the breathtaking CN Tower view from the balcony.

ValueLocationAmenities

4.98 out of 5 average rating, 129 reviews

Luxury Downtown Condo For 6 (CN Tower View)

Luxury awaits in our sophisticated 2bed, 2bath condo in the Entertainment District. This prime location places you steps away from Toronto's CN Tower, Metro Convention Centre, Rogers Centre, Hockey Hall of Fame & Scotia Bank Arena. Within a short walk, explore plenty of top dining, shopping, and entertainment options. Our unit is meticulously designed for modernity, elegance, and a truly relaxing experience. Enjoy our updated balcony with seating arrangements & breathtaking CN Tower views.

LocationFamilyQuiet

5.0 out of 5 average rating, 163 reviews

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

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

LocationValueTV

4.92 out of 5 average rating, 162 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 .

FamilyLocationTV

Guest suite in Scarborough

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.

4.89 out of 5 average rating, 114 reviews

1BR Bluffs | Pool + Yard | 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.

ValueLocationView

A spacious living area features a large sectional sofa adorned with decorative cushions. A modern coffee table is centered in front of a wall-mounted TV, providing a focal point. A minimalist console table is present, accompanied by wall art and a plant on display.

4.78 out of 5 average rating, 152 reviews

2BR Across from CN Tower & MTCC

A newly-furnished condo located at the heart of Downtown Toronto guaranteed to maximize your stay with everything at close proximity. This condo has 10 ft ceilings and over 700 sq ft We provide High-speed WiFi, Cable TV, washing machine/dryer, and basic amenities. Explore Toronto right at your doorstep: - Metro Toronto Convention Centre 30m - CN tower/Rogers Centre 210m - Union Station 500m - Harbourfront Centre 700m - Air Canada Centre 900m - TIFF Bell Lightbox

ValueLocationComfort

A modern living space is presented, featuring a dark leather sectional sofa positioned near large windows that provide a city view. A dining area with a black table and chairs is visible, along with a sleek kitchen design highlighted by red accents. Soft lighting is provided by a floor lamp.

4.84 out of 5 average rating, 100 reviews

Executive Suite, Toronto Skyline

Hey traveler! Whether you're in Toronto for business or pleasure, luxury & comfort await you in this high-end suite. Located in the center of Toronto's Entertainment District you will enjoy breathtaking views of the Toronto Skyline. This home is just steps away from The CN Tower, Rogers Centre, Air Canada Centre, TIFF, Ed Mirvish Theatre, Financial District, Ripleys Aquarium as well as the trendiest restaurants, stores and clubs in downtown Toronto!

LocationValueAccuracy

A round marble dining table is featured in the center, surrounded by wooden chairs. Above hangs a stylish light fixture. A decorative hockey-themed wall art is displayed, reflecting local culture. The open kitchen area includes modern appliances and a neutral color scheme, enhancing the inviting space.

4.92 out of 5 average rating, 182 reviews

Canadiana Downtown Condo w/King Bed + Free Parking

We pride ourselves on delivering a 5 star hotel-like experience!! Condo offers FREE PARKING inside of the building. Whether you're in town for a concert, sporting event, business trip or just to catch some local touristic hotspots, you'll be within 8min walk of your destination. Condo is attached to Scotiabank Arena + Union. The condo has a King Bed and 2 Queens to comfortably accomodate your large group. Book now there's a surprise waiting inside!

LocationFamilyCheck-in

4.79 out of 5 average rating, 190 reviews

DownTown2Bd 2Bath Stunning View STEP To CN Roger

This is a fully furnished 2 BED + 2FULL BATH. CORNER UNIT Free Parking included/Full kichen WITH Greatest Balcony with View of the CN Tower and Rogers Centre. Scotia arena .Aquarium Ripleys, Lake,Union Station ,MTCC Only 2 min walk to All above+15 min Walk to museium + City Hall+ Eaton Center Mall +path to longoes+star+Lcbo Starbox+scotia arina+tens of other places and fine resturants. Highlights: → Secured building access with 24/7 concierge

LocationFamilyTV

4.99 out of 5 average rating, 187 reviews

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

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 !

ValueFamilyAccuracy

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.

4.99 out of 5 average rating, 158 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.

FamilyLocationWalkability

A modern living area features a comfortable gray sofa adjacent to a circular dining table set for four. Large windows provide abundant natural light, and a television is positioned on a minimalist white media console. A colorful piece of art adorns the wall.

4.83 out of 5 average rating, 176 reviews

Central Condo Across CN Tower

You will have the ENTIRE Unit to yourself and will not share with others. Modern 1 bedroom condo offering stunning lakeview. The suite is located right across CN Tower, Rogers Centre, Metro Convention, and Ripley's Aquarium. The prime location will help you maximize your stay to explore Toronto, enjoy sports events, or attend business meetings within walking distance. We provide Wifi, Cable TV, washer/dryer, and paid parking.

ValueFamilyAccuracy

Popular amenities for Scarborough rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.91 out of 5 average rating, 345 reviews

An open-concept living area features hardwood floors and exposed brick walls. A spacious bed is complemented by elegant chandeliers, while a white futon is situated nearby. Decorative artwork adorns the walls, and a light-filled kitchen area is visible in the background.

Home in Niagara

King West Studio – TIFF, Dining & Nightlife

FamilyLocationGetting around

4.96 out of 5 average rating, 122 reviews

Home in Erin Mills

Luxurious 2 bdr suite near SQ1, UTM, parking/pool

LocationValueCleanliness

4.93 out of 5 average rating, 72 reviews

A charming exterior of a spacious home is showcased, featuring a blend of stone and wood accents. Neatly trimmed hedges line a stone pathway that leads to the entrance. The well-maintained landscaping is complemented by a driveway and a garage.

Home in Scarborough

Private Pool Lakeview House

FamilyLocationGetting around

5.0 out of 5 average rating, 17 reviews

Home in Don Mills

Luxury 4BR Designer Retreat with Heated Wave Pool

FamilyLocationCleanliness

5.0 out of 5 average rating, 5 reviews

Home in Thornhill

Tranquil Estate Retreat | Pool, Pond on 3 Acres

LocationFamilyBathroom

4.95 out of 5 average rating, 40 reviews

A modern living area features a cozy sectional sofa and two accent chairs in blue and green. A sleek coffee table sits at the center, and a fireplace is framed by a stylish mantel. Large windows allow natural light to brighten the space.

Home in East York

Leaside Rental w/ Backyard& Pool

LocationFamilyNearby

5.0 out of 5 average rating, 22 reviews

Home in East York

Spacious Toronto Ravine Getaway | Heated Pool

ValueLocationIndoor spaces

4.9 out of 5 average rating, 93 reviews

An aerial view showcases a spacious retreat surrounded by lush greenery. A sparkling pool is featured alongside a shaded seating area and a gazebo, enhancing the outdoor living experience. The property is framed by trees, providing a sense of privacy and tranquility.

Home in Ajax

Beautiful Cottage in Ajax

ValueFamilyQuiet

Apartment rentals with a pool

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.

4.91 out of 5 average rating, 345 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

FamilyLocationHot tub

4.98 out of 5 average rating, 103 reviews

A stylish living area features a leather sofa and an accent chair, creating a cozy seating arrangement. A modern coffee table is positioned centrally, with a small plant and decorative items. The open kitchen area includes sleek cabinetry and a microwave, enhancing the contemporary design.

Apartment in Yorkville

Yorkville Luxury Suite | Pool, Sauna & Gym Toronto

ValueLocationHot tub

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.

4.97 out of 5 average rating, 191 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

LocationValueCleanliness

A modern living area features a dark couch adorned with decorative pillows, positioned beside a glass coffee table. A stylish bookshelf occupies the wall, displaying plants and decorative objects. A large flat-screen TV is mounted on the wall, enhancing the entertainment options.

4.95 out of 5 average rating, 160 reviews

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

FamilyLocationHospitality

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.

4.94 out of 5 average rating, 150 reviews

Charming Condo w Parking, CN Tower View & Pool

ValueFamilyAccuracy

A balcony view captures the iconic CN Tower alongside a modern building structure. The expansive glass windows reflect the urban skyline and lake in the distance, evoking a sense of openness and connection to the city.

4.85 out of 5 average rating, 204 reviews

Toronto CN Tower 2 Bed 2 B w Master King w Parking

LocationValueQuiet

The living area features a white leather sofa adorned with blue floral cushions, paired with a glass coffee table. A plant is positioned beside the floor-to-ceiling windows, allowing natural light to brighten the space. In the background, the kitchen is visible with modern appliances.

4.91 out of 5 average rating, 133 reviews

1BR+Den|Parking & Pool|Union Station|CN Tower & Arena

ValueFamilySleep quality

4.89 out of 5 average rating, 897 reviews

1 Bedroom + Den (Office/Bidet/Balcony) near Rogers

FamilyValueOutdoor spaces

Other holiday rentals with a pool

4.93 out of 5 average rating, 14 reviews

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

2BR+Den Condo w/ Stunning Views

LocationSleep qualityGetting around

4.87 out of 5 average rating, 54 reviews

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.

Apartment in Unionville

Modern Downtown Unionville Stay

FamilyLocationKitchen

4.8 out of 5 average rating, 10 reviews

Flat in Toronto

Luxury Living Steps from Everything You Need!

LocationAccessView

5.0 out of 5 average rating, 23 reviews

Top 5% - CN Tower View | Free Parking | Sleeps 6

FamilyLocationCleanliness

A panoramic view of Toronto’s skyline captures a vibrant tapestry of illuminated buildings, with varying heights and designs. The scene features reflections of colorful lights on glass façades, creating a dynamic urban atmosphere against the backdrop of a dark sky.

4.95 out of 5 average rating, 82 reviews

Modern Condo | Breathtaking Views | CN Tower | BMO

ValueLocationView

4.98 out of 5 average rating, 46 reviews

Waterfront Condo | Lakeview Escape | Free Parking

LocationFamilyAccuracy

A contemporary living space features a sectional sofa with decorative cushions, complemented by a glass coffee table. Natural light floods the room through floor-to-ceiling windows, adorned with sheer curtains. A dining table with four chairs sits nearby, alongside a potted plant, adding a touch of greenery.

4.93 out of 5 average rating, 54 reviews

1BR+den Toronto downtown condo at Waterfront

ValueLocationSleep quality