Holiday rentals with a pool in Old Toronto

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.

Condo in Yorkville

Yorkville Luxury Suite | Pool, Sauna & Gym Toronto

Experience best of Yorkville, Toronto’s most prestigious neighborhood. This stylish, furnished condo features a comfortable queen bed, modern living space, dedicated workspace, high-speed Wi-Fi, and fully equipped kitchen for the seamless stay. Enjoy premium amenities including fitness centre, pool, hot tub and sauna. Just steps from world-class dining, luxury shopping, art galleries, and University of Toronto, it’s the perfect home base for business travelers, couples, and city explorers alike.

ValueLocationIndoor spaces

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.

4.93 out of 5 average rating, 123 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.

LocationValueSleep quality

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.

FamilyLocationComfort

4.93 out of 5 average rating, 160 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 .

ValueFamilyAccuracy

4.92 out of 5 average rating, 217 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 Toronto

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.

ValueFamilyCheckout

4.88 out of 5 average rating, 117 reviews

A spacious open concept living area features light wooden flooring and modern furnishings. The kitchen is equipped with stainless steel appliances and a large island. Natural light floods in through floor-to-ceiling windows, highlighting a stylish area rug with circular patterns and a cozy seating arrangement.

Loft in Downtown Toronto

Modern Downtown Loft with Private Garden

Welcome to this modern and spacious (765 square feet / 71 square meters) one bedroom condo loft in the prestigious Verve Residences and Lofts located minutes away from Yonge & Bloor, Yorkville, the Village, Yonge & Dundas Square, the University of Toronto, two Subway lines and countless other Toronto landmarks, museums and restaurants. This condo loft features luxurious finishes & decor, a king size bed, as well as a rarely found private entrance and garden in the centre of the city.

LocationValueParks

A bright living space showcases a comfortable sofa beside a round glass table. A large TV is mounted on a textured wall. Natural light floods in from floor-to-ceiling windows, revealing city views, while a cozy bedroom is visible through an open doorway.

4.93 out of 5 average rating, 123 reviews

Stylish 1BR on Toronto’s Harbourfront

Discover the ultimate Toronto experience in our fabulous 1BR condo on Yonge Street, right in the heart of downtown. My husband Saeid and I are proud to host you in this vibrant space with unbeatable access to the Harbourfront, CN Tower, and all of Toronto’s top attractions. Enjoy stunning city views from our thoughtfully decorated condo, featuring a fully-equipped kitchen and a cozy bedroom. Plus, access to great amenities for your comfort. Your Toronto adventure begins here!

ValueLocationParking

A bright living area is featured with an open-concept layout, showcasing a modern kitchen with sleek appliances and a dining table surrounded by black leather chairs. Floor-to-ceiling windows offer ample natural light, while a cozy seating area provides a welcoming atmosphere.

4.93 out of 5 average rating, 227 reviews

College Park :2Bd+2bth + Free parking

950 sq.ft. luxurious 2 Bed 2 Bath including underground parking. In the coveted Bay and College neighbourhood. 5-10min walk to University, Queens Park, Dundas Square,Eaton Centre, Yorkville,ROM, City Hall,Nathan Philips SquareChurch Street, UofT, Ryerson 20-25 minute walk to CN Tower;Rogers Center 3 Min : Womens Hospital, 7 mins to Toronto General Hos Loblaws, 24 hr Metro Walking Distance to 3 subway stations (Wellesley,Queens Park,College Station). Pool,Gym,Hot Tub

ValueFamilyBreakfast

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, 148 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

FamilyLocationQuiet

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.

4.84 out of 5 average rating, 164 reviews

Beautiful Condo Across CN Tower and MTCC

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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, 181 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!

FamilyValueAmenities

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 !

LocationFamilyAmenities

Popular amenities for Old Toronto 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, 344 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

FamilyValueComfort

4.92 out of 5 average rating, 121 reviews

A bright sunroom is showcased with a glass ceiling and walls, providing expansive views of the surrounding nature. A glass dining table is surrounded by black chairs, resting on a soft area rug. The space offers a connection to the outdoors while remaining sheltered.

Home in Scarborough

Ravine Paradise ! heated pool and hot tub!

LocationFamilySleep quality

4.96 out of 5 average rating, 121 reviews

Home in Erin Mills

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

LocationValueAmenities

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

LocationValueQuiet

5.0 out of 5 average rating, 15 reviews

Home in Don Mills

Luxury 4BR Designer Retreat with Heated Wave Pool

FamilyLocationAccuracy

5.0 out of 5 average rating, 21 reviews

Home in East York

Spacious Toronto Ravine Getaway | Heated Pool

FamilyValuePool

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

LocationFamilyOutdoor spaces

5.0 out of 5 average rating, 30 reviews

Home in Downtown Toronto

Cozy 2 bed Condo Near Scotiabank/Rogers/Union

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Condo 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, 343 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

LocationValuePool

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, 148 reviews

Charming Condo w Parking, CN Tower View & Pool

ValueFamilyHot tub

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.

4.95 out of 5 average rating, 152 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

ValueFamilySleep quality

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, 130 reviews

1BR+Den|Parking&Pool|UnionStation|CNTower&Arena

LocationFamilyHospitality

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)

LocationValueGetting around

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, 159 reviews

Lakeside Condo /Pool/ Walking Trail/Parking/CNE

ValueFamilyBarbecue

4.78 out of 5 average rating, 186 reviews

BEST Loc Period/ 62% OFF on monthly lease/parking

LocationValueComfort

A modern living area is highlighted by large windows offering views of the outside. A spacious sectional sofa is complemented by decorative cushions. A sleek kitchen island with stone countertops provides ample space, and a dining area is visible, accented by natural light.

4.89 out of 5 average rating, 115 reviews

3BR Penthouse with Panoramic Views + Large Terrace

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Other holiday rentals with a pool

4.93 out of 5 average rating, 105 reviews

Private Cozy Downtown Condo

LocationFamilySleep quality

4.89 out of 5 average rating, 114 reviews

Beautiful High Rise View Condo W/Pool&Free Parking

LocationValueAmenities

4.83 out of 5 average rating, 36 reviews

1BR Unit- 3 Min to Union |CN Tower & Rogers Centre

LocationValueSleep quality

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.

4.99 out of 5 average rating, 72 reviews

Downtown Toronto Luxe Condo For 6 (CN Tower Views)

ValueLocationParking

4.93 out of 5 average rating, 15 reviews

Condo in Yorkville

Luxury Yorkville APT w/Pool + Spa

LocationIndoor spacesPool

4.92 out of 5 average rating, 53 reviews

Downtown Toronto 1+1 by UofT & Subway

LocationValueNearby

5.0 out of 5 average rating, 21 reviews

Indigo Lantern!

LocationValueIndoor spaces