Holiday rentals with a pool in York

Guest suite in Eglinton West

The open-concept living area features a gray couch and a small round coffee table, complemented by a patterned area rug. A dining set with yellow chairs is placed near the kitchen, which showcases modern appliances and sleek cabinetry.

4.85 out of 5 average rating, 157 reviews

Modern Private Suite By Subway w Free Parking

An entire floor is yours to use privately. Newly renovated with modern amenities, includes a 55" Smart OLED TV, Fibre Optic High-Speed WIFI, and backyard full of fun activities for couples and families. Next to public transit, a quick walk away, is TTC Eglinton W station. Centrally located, quick access to downtown or any neighbouring city (Vaughan, Markham, Brampton, Mississauga). Situated on a quiet street and walking distance from grocery stores, pharmacies, coffee shops, and eating places.

5 out of 5 average rating, 128 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

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, 103 reviews

Beautiful Lake View Studio Condo + 1 free Parking

Your own studio/bachelor apartment with a view of a lake + everything you need to feel like you never left home. Work with a breathtaking view, fast and stable gigabit wifi,indoor parking,Air Conditioned and Heated suite. Wake up to an unobstructed view of Lake Ontario from close to the 30th floor. Be connected to the downtown core while close to Lake Ontario and Coronation Park. Steps from Exhibition, Budweiser stage, Porter Airport, CN tower, Rogers Centre, King St W and Liberty Village.

4.97 out of 5 average rating, 105 reviews

A dining table with a circular glass top and four black chairs is positioned near large windows, offering expansive views of the Toronto skyline. A small potted plant adds a touch of greenery, while natural light fills the space, enhancing the modern interior.

Flat in Fort York

The Farmer's Cottage

Welcome to The Farmer's Cottage! This 22nd-floor, 2-bedroom (king, double & pull-out couch) corner unit offers stunning views of Toronto. Steps from Trillium Park, Exhibition Place & Budweiser Stage. Close to CN Tower, Rogers Centre & Fort York. Features a full kitchen, dining table for 4, living room with tv, in-unit laundry & a 4-piece bathroom. Building amenities include an indoor pool, gym, rooftop BBQ area, hot tub, & parking for 1 vehicle. Perfect for city adventures or relaxing stays!

Superhost

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, 457 reviews

Lakeside Condo Studio In Downtown Toronto

Luxury waterfront condo in Historic Fort York District with amazing amenities. Right by the waterfront LakeOntario and minutes from downtown Toronto. The studio is very clean and contemporary with balcony facing the lake. Walking distance to PorterAirport, ScotiaArena, BMO field,RogerCentre, MolsonAmphitheatre, CNE,OntarioPlace and everything Lakeshore has to offer. Easy access to all of downtown right at your doorstep with 5 min tram ride to UnionStation, UpExpress, GoStation and ViaRail.

4.96 out of 5 average rating, 113 reviews

A modern living area features a spacious sofa arranged around a glass coffee table, with light streaming through large floor-to-ceiling windows. The open layout connects to a dining area with stylish seating and a kitchen, showcasing sleek cabinetry and contemporary appliances.

Loft in Liberty Village

Corner Unit in Liberty Village (Parking + Balcony)

Free parking available+ Close proximity to Budweiser Stage. Located in Liberty Village - one of Toronto’s most sought-after neighborhoods - this corner unit is a place to live, work, & play. The spacious, 700 sq ft layout offers 270-degree views of the city and Lake Ontario. With floor-to-ceiling windows, this 1 Bedroom + Den is flooded with natural light and zero wasted space. Enjoy a morning coffee or watch the sunset over cocktails on either of the two walk-out balconies.

Apartment in North Toronto

4.85 out of 5 average rating, 128 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.

4.99 out of 5 average rating, 170 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

Unwind in style at our year-round heated pool & soothing hot tub—the heart of this luxury 4-bed family oasis. Inside you’ll find plush beds, smart TVs, speedy Wi-Fi and a fully stocked chef’s kitchen. Outside, enjoy the fenced backyard with BBQ, lounge seating and night lighting. Pool & hot tub open 365 days Baby gear: crib, high-chair, safety gates Games galore: board games, books & playroom Seconds to beaches, shops and dining—yet peaceful enough for stargazing.

4.81 out of 5 average rating, 274 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.

4.99 out of 5 average rating, 135 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.

4.86 out of 5 average rating, 289 reviews

Luxury 2 Bdrm, CNTower/Lake View +Parking+Pool+Gym

A Luxury 2-bedroom overlooking the city! Open concept living space with a modern flare and stainless steel appliances, encompassing the city life. Bedrooms have comfy queen beds and loads of closet space. Stunning CN Tower and lake views. Parking, Pool, Spa, Sauna, and gym access. Walking distance to BMO Field, CN Tower, Rogers Center, Harbourfront, Exhibition Place, Budweiser stage, and all the best restaurants, bars, and nightlife.

Loft in Humber Bay Shores

An airy open-concept living space features modern finishes, with a kitchen island and sleek appliances. Large windows allow natural light to fill the area, highlighting a comfortable seating arrangement with a sectional sofa. A stylish staircase leads to the upper floors.

4.89 out of 5 average rating, 128 reviews

Modern 2 Storey Condo w/ outdoor pool

Don't miss this perfectly located, 2 storey corner suite! Fully upgraded with a modern appeal. Steps away from Lake Ontario, 15 Minutes away from YYZ & DT Toronto (traffic varies) ! Enjoy peaceful amenities such as outdoor pool, sauna rooms & patio. Gym. Restaurants, grocery stores, Pharmacy, LCBO all within a 5 minute drive away & walking distance. **No parties permitted 1 Free parking with unit!

Popular amenities for York rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.96 out of 5 average rating, 27 reviews

Home in Etobicoke

Newly renovated, close to airport, washer/dryer

Home in Entertainment District

5 out of 5 average rating, 19 reviews

Cozy 2 bed Condo Near Scotiabank/Rogers/Union

4.93 out of 5 average rating, 14 reviews

Home in Etobicoke

Seraya Wellness Retreat

5 out of 5 average rating, 17 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

4.9 out of 5 average rating, 101 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 Rouge

Ravine Paradise ! heated pool and hot tub!

Superhost

A modern kitchen area is presented with sleek white cabinetry and black appliances, complemented by a textured backsplash. A dining table with two black chairs sits invitingly, while greenery is introduced by a potted plant in the corner, enhancing the clean and contemporary design.

Home in Scarborough

4.94 out of 5 average rating, 124 reviews

Modern Custom Built Walkout to Marble Pool Game RM

4.91 out of 5 average rating, 327 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 – TIFF & 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

Apartment rentals with a pool

Apartment in Humber Bay Shores

A spacious living area is featured, with large windows offering natural light and views of the city. A comfortable gray sofa is situated alongside a vibrant red armchair. A wooden coffee table rests on a patterned rug, complemented by a flat-screen TV and decorative artwork.

4.81 out of 5 average rating, 114 reviews

Humber Bay Family Friendly condo w Terrace&Parking

A light-colored sofa is positioned in the foreground, adorned with plush, textured pillows. The modern kitchen in the background features white cabinetry, stainless steel appliances, and a central island topped with decorative items, creating a fresh and inviting space.

4.87 out of 5 average rating, 143 reviews

Luxury Condo with FreeParking. CN Tower Lake View

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.

4.93 out of 5 average rating, 176 reviews

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

Apartment in Entertainment District

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.

4.92 out of 5 average rating, 310 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

A studio apartment is filled with natural light from large windows, presenting a view of the city skyline. A spacious bed is located next to a white sofa and two accent chairs. Green plants add a touch of nature to the modern interior.

4.89 out of 5 average rating, 129 reviews

Studio by Lake -Close to Central Airport & Station

Apartment in Entertainment District

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.

4.99 out of 5 average rating, 155 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

4.9 out of 5 average rating, 144 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.

Apartment in Mississauga

Beautiful & Cozy 2Bed 2Bath Condo Steps to Square1

Apartment in Entertainment District

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, 129 reviews

“Amazing 2 Bedrooms Condo” in Downtown Toronto”

Other holiday rentals with a pool

4.9 out of 5 average rating, 21 reviews

Flat in Toronto

Spectacular Stay with CN Tower View!

4.92 out of 5 average rating, 84 reviews

A spacious living area features a combination of leather and fabric seating arrangements, with natural light filtering through expansive glass doors. A modern coffee table is centered on a decorative rug, while greenery from indoor plants adds a touch of nature to the decor.

Guest suite in Etobicoke

Private 1 bed/1.5 bath in-law suite in a house!

4.86 out of 5 average rating, 97 reviews

A modern living area is featured, showcasing a comfortable gray sofa paired with two red accent chairs. A glass coffee table sits in the center, and a small decorative plant adds a touch of greenery. Large glass doors open to a private balcony, allowing natural light to fill the space.

Flat in Mississauga

Modern 1 Bed Condo Mississauga

Apartment in Mimico-Queensway

The kitchen area features modern stainless steel appliances with a minimalist design. A large window allows natural light to illuminate the space, highlighting the sleek cabinetry and stylish backsplash. A small sitting area is visible in the background, enhancing the open-concept layout.

4.88 out of 5 average rating, 26 reviews

Luxury 1BD Condo w/ Stunning Views - Toronto

Superhost

Flat in Yorkville

4.79 out of 5 average rating, 48 reviews

Beautiful Yorkville Luxury Condo

Apartment in North Toronto

A view from the kitchen showcases a modern living space filled with natural light. A granite countertop highlights sleek appliances, while the background reveals a cozy seating area and a large window with city views. A TV and decorative plant enhance the inviting environment.

4.9 out of 5 average rating, 41 reviews

Modern 1-Bedroom in Midtown TO - 4 min Eglinton ST

4.94 out of 5 average rating, 77 reviews

A panoramic view of the city skyline at sunset, showcasing a gradient of warm colors in the sky. The CN Tower is prominently positioned on the right, with distant buildings silhouetted against the vibrant backdrop.

Flat in Liberty Village

CN Tower View Studio Near Lake Front