Holiday rentals with a pool in Markham

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

Experience downtown Toronto in a stylish condo! Start your day in a bright kitchen & enjoy coffee on the balcony. Relax with Netflix after exploring the city. Walk to CN Tower, Rogers Centre, Ripley’s Aquarium, Exhibition Place, restaurants & waterfront. Full kitchen, Keurig, 2 desks for work. Building features pool, hot tub, sauna, gym, seasonal rooftop BBQ, free parking & self check-in. Discounts on stays of 7+ nights & non-refundable bookings. Book your unforgettable Toronto getaway today.

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.

4.9 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).

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.

Condo 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

Apartment in Entertainment District

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 .

4.99 out of 5 average rating, 199 reviews

The exterior of a modern two-story home is displayed, featuring a brick and stone facade. A well-maintained driveway leads to a double garage with decorative doors. Bright flower pots are positioned near the entrance, while lush green landscaping surrounds the property.

Apartment in Newmarket

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 suite in Scarborough

A spacious backyard is depicted with a large in-ground swimming pool. Bright yellow lounge chairs are arranged around the pool area. The two-story white house in the background features a deck and large windows, surrounded by wooden fencing and greenery.

4.94 out of 5 average rating, 126 reviews

Gorgeous 2BR Suite | Swim Pool | Fire Table | 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.

4.86 out of 5 average rating, 132 reviews

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.

Condo in North Toronto

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.

Apartment in Entertainment District

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, 177 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 Oasis: Year Round 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 !

Popular amenities for Markham 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, 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 Toronto

Seraya Wellness Retreat

5 out of 5 average rating, 6 reviews

Home in Vaughan

Vacation Spa Retreat! Sauna, pool, gym

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

4.89 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

4.89 out of 5 average rating, 95 reviews

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 Don Mills

Casa Meya – Toronto Poolhouse Villa

Condo rentals with a pool

4.88 out of 5 average rating, 147 reviews

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.

Condo in Harbourfront

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

A modern living area features a sectional couch with decorative pillows and a wooden coffee table. Expansive floor-to-ceiling windows offer views of the city skyline. A flat-screen TV is positioned on a sleek console, while soft lighting is provided by a nearby lamp.

4.88 out of 5 average rating, 227 reviews

Luxury 1+Den condo steps away from CN Tower & Lake

Condo in Humber Bay Shores

A modern living area is featured, showcasing a white sofa adorned with colorful pillows. A round coffee table is centered in front of a wall-mounted TV. Large sliding doors open to a balcony, framed by greenery and offering city views.

4.93 out of 5 average rating, 194 reviews

Hidden gem in Humber bay shores Toronto w/ parking

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

4.92 out of 5 average rating, 179 reviews

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.

Condo in North Toronto

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 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

4.9 out of 5 average rating, 147 reviews

A modern condominium building is showcased from a street view, highlighting two tall, sleek towers with an expansive glass façade. The ground level features a multi-story section with large windows and contemporary architectural elements, set against a clear blue sky.

Condo in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Other holiday 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

Apartment in Entertainment District

4.97 out of 5 average rating, 63 reviews

Steps to CN Tower |1+1BR| with View & Free Parking

Apartment in Toronto

New place to stay

Luxury 3BR Condo w/ CN Tower Views + Parking

4.88 out of 5 average rating, 67 reviews

A modern living area features a comfortable sofa paired with decorative pillows, positioned beside a light-filled window. A stylish dining table sits in view, flanked by bar stools. Various decorative elements, including plants and artwork, enhance the inviting atmosphere.

Townhouse in North York

Entire Modern Condo Townhouse in Toronto

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

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

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