Holiday rentals with a pool in Scarborough

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.

4.83 out of 5 average rating, 179 reviews

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

Luxury newly furnished home away from home in central downtown 300 Front Street with balcony CN Tower view. 2 Bedroom 2 Bath, Comfortable King bed TV en suit, Double bed TV w blackout curtains Enjoy in building Gym, Steam room, Outdoor pool with 360 degree view of the city, Whirlpool, and BBQ. Steps away from CN Tower, Rogers Centre, Aquarium, Metro Convention Centre, short walk to Scotiabank Arena, the lake, Bell Lightbox, Billy Bishop Airport, Union Station, Entertainment District and more

Guest suite in Scarborough Village

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.

4.9 out of 5 average rating, 105 reviews

Bluffs Private Suite | World Cup 2026 | Pets Ok

Enjoy this beautiful, private, sun-filled suite with a large secluded yard and pool 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 and an EV charger (Tesla/J1772).

A modern living area features a spacious sofa paired with two accent chairs. A round coffee table sits in the center, surrounded by a vibrant area rug. Large windows offer ample natural light and city views, while soft accent lighting enhances the ambiance.

4.88 out of 5 average rating, 129 reviews

Luxury CN Tower and Lake View Penthouse Sleeps 10

Experience luxury in our 41st-floor penthouse at 300 Front St W, Toronto. Steps from the CN Tower, this 2 Bedroom + Large Den (3rd Bedroom) offers stunning CITY, LAKE & SUNSET VIEWS. This beautiful apartment features a wrap-around balcony, 5 beds including a king bed, queen sofa bed, and a fully stocked kitchen. Enjoy CN Tower views from every bedroom, 100% Egyptian cotton linens & 4K Ultra HD TVs. Starbucks, a gym and an outdoor rooftop pool with exceptional views. Perfect for up to 10 guests.

5 out of 5 average rating, 129 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

4.92 out of 5 average rating, 126 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 .

Guest suite in Scarborough

4.94 out of 5 average rating, 126 reviews

Gorgeous 2BR Suite | Swimming Pool OPEN | BBQ

Welcome to our brand new, luxury modern suite located in a quiet, family-friendly neighbourhood. Mins to HWY401/DVP, TTC. Featuring: ✓ Luxury Finishes Throughout ✓ Heated Swimming Pool (seasonal April - Oct) ✓ Dedicated Workspace ✓ Washer/Dryer ✓ High-Speed WIFI ✓ Smart TV with Netflix, Prime & sound system ✓ Keyless Entry (24/7 Self Check-In) ✓ Outdoor BBQ, seating and fire table This upscale oasis is truly the perfect space for business travellers, young professionals & couples alike!

4.94 out of 5 average rating, 196 reviews

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

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.

A spacious living room features a modern sectional sofa with decorative pillows, accompanied by a round coffee table atop a patterned area rug. Large windows offer skyline views, while vibrant artwork adorns the wall, adding a pop of color to the neutral decor.

4.98 out of 5 average rating, 132 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 NOTE : The pool, steam room, and hot tub are temporarily closed for seasonal maintenance. The newly renovated gym is available for use.

Apartment in North Toronto

A modern living space features a spacious seating area with a gray sofa and a bright orange accent chair. A dining table with plants stands nearby. Natural light floods the room through a glass sliding door leading to a balcony, offering views of the city skyline.

4.86 out of 5 average rating, 132 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.

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.

4.8 out of 5 average rating, 139 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

A bright living area features a modern orange sectional sofa and a wooden coffee table. Large windows offer views of the cityscape. A dining area with high chairs is positioned beside a compact kitchen, with red cabinetry adding a pop of color.

4.88 out of 5 average rating, 150 reviews

Beautiful Condo Across CN Tower and MTCC

4.99 out of 5 average rating, 139 reviews

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

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.

Popular amenities for Scarborough rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.92 out of 5 average rating, 51 reviews

A heated swimming pool is nestled in a lush backyard, surrounded by vibrant greenery and mature trees. The pool features a diving board and is set against a backdrop of colorful plants, creating a serene outdoor retreat.

Home in Mississauga

Luxury House with a Bright Sunroom & a heated pool

4.92 out of 5 average rating, 76 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

5 out of 5 average rating, 8 reviews

Home in Markham

Walk-out Luxury basement with Gym & Theatre

4.93 out of 5 average rating, 14 reviews

Home in Etobicoke

Seraya Wellness Retreat

5 out of 5 average rating, 18 reviews

An outdoor space features a spa-inspired pool with connected Jacuzzi, surrounded by lounge chairs and an umbrella. A large gazebo housing a dining area is visible, along with landscaped greenery and a clear blue sky enhancing the serene environment.

Home in Bathurst Manor

Luxury Spa Escape with Pool & Jacuzzi

4.78 out of 5 average rating, 37 reviews

A modern house exterior is displayed, featuring a well-maintained lawn and landscaped garden. The driveway is paved with gravel and concrete, leading to a covered porch area. Large windows provide an inviting entrance, while shaded trees contribute to a pleasant outdoor setting.

Home in Mississauga

Comfortable &Stylish 4BD Stay Near Toronto Airport

4.89 out of 5 average rating, 64 reviews

A hot tub and swim spa are shown in a well-maintained outdoor area, surrounded by lush green privacy hedges. Nearby, a modern patio seating area features a table and comfortable couches, enhancing the outdoor relaxation space.

Home in The Queensway

private backyard SPA oasis in Toronto

4.91 out of 5 average rating, 330 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 West Queen West

Chic King West Studio – FIFA at Your Door

Apartment rentals with a pool

Apartment in Harbourfront

The image showcases a view of the CN Tower illuminated at night, its iconic red light radiating against the dark sky. The reflection of surrounding buildings can be seen in the glass facade of a nearby structure, adding depth to the urban scene.

4.88 out of 5 average rating, 147 reviews

2BR by Union, Scotia Bank Arena CN Tower + Parking

A contemporary waterfront condominium complex is visible, showcasing multiple glass-fronted balconies and lush greenery surrounding the entrance. The building features an urban design with large windows, allowing for abundant natural light, under a vibrant blue sky with scattered clouds.

4.89 out of 5 average rating, 459 reviews

Lakeside Condo Studio In Downtown Toronto

A chic living area features a gray chaise sofa adorned with pastel pillows, complemented by light pink curtains. A marble-top dining table sits near a flat-screen TV mounted on the wall, while a decorative bowl adds a touch of elegance to the coffee table.

4.98 out of 5 average rating, 212 reviews

Stylish Downtown Toronto Condo Free Parking | FIFA

A desk with an ergonomic chair is positioned near floor-to-ceiling windows, offering a stunning view of Lake Ontario at sunset. The scene features a vibrant sky with hues of orange and purple, along with glimpses of the surrounding greenery and cityscape.

4.98 out of 5 average rating, 104 reviews

Beautiful Lake View Studio Condo + 1 free Parking

Apartment in North Toronto

A comfortable living area features a sofa adorned with decorative cushions and two accent chairs. A cozy area rug with geometric patterns lies beneath, while a dining bar with seating for four is visible in the open-concept kitchen, complemented by stainless steel appliances.

4.92 out of 5 average rating, 179 reviews

Large & Bright 2BR+Den in Midtown w/ Free Parking

A comfortable living area is highlighted by a plush sofa adorned with decorative pillows. A sleek television is positioned on a wooden media console, while a vibrant area rug adds warmth. Large windows offer natural light and views of the cityscape.

4.99 out of 5 average rating, 152 reviews

Artsy and Comfy Home with a View

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.

4.93 out of 5 average rating, 125 reviews

Charming Condo w Parking, CN Tower View & Pool

A modern living area features a sleek kitchen with red accents and stainless steel appliances. A blue couch with decorative pillows is positioned near a glass coffee table, creating a comfortable seating area. Natural light floods the space through large windows that offer views of the outdoors.

4.92 out of 5 average rating, 342 reviews

Closest condo to Rogers Centre/CN tower in Toronto

Other holiday rentals with a pool

4.96 out of 5 average rating, 77 reviews

A serene bedroom features a spacious bed adorned with a light blue quilt. Two bedside lamps provide gentle illumination beside the bed, which is positioned against a wall of windows allowing natural light to fill the room. A mirror reflects the calming space.

Apartment in Yorkville

Lux amenities/fast WIFI/walking to sub Yorkville

A well-lit bedroom is furnished with a spacious bed dressed in light linens. Nightstands with modern lamps are positioned on either side. Mirrors reflect light, enhancing the room's brightness. Enclosed shower facilities are visible through frosted glass doors, contributing to a clean and contemporary design.

5 out of 5 average rating, 46 reviews

Downtown Toronto Luxe Condo For 6 (CN Tower Views)

4.83 out of 5 average rating, 64 reviews

CN Tower View 4BD Penthouse+Rogers Centre+Parking

A living area features two brown leather sofas positioned near large windows, offering a view of the downtown skyline. A floor lamp stands beside a decorative bench, and two floral paintings adorn the wall, adding a touch of elegance to the modern space.

5 out of 5 average rating, 79 reviews

Prime location • Amazing views • FREE parking

5 out of 5 average rating, 10 reviews

Apartment in Toronto

Yorkville Skycrest Penthouse | King Bed | Gym+Pool

Apartment in Harbourfront

4.91 out of 5 average rating, 22 reviews

Luxury Designer Condo | Downtown Toronto Retreat

A modern living area is visible, featuring a spacious seating arrangement beneath a stylish chandelier. Floor-to-ceiling windows provide ample natural light and stunning views of the city skyline. The dining area is equipped with a small table, complementing the open layout of the space.

4.97 out of 5 average rating, 39 reviews

Excellent Toronto view