Vacation rentals with a pool in Whitby

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Whitby

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Guest favourite

Condo in Fort York

4.98 out of 5 average rating, 180 reviews

Stylish Downtown Condo with Free Parking

Prep breakfast in a beaming kitchen with granite counters and head out onto a balcony to dine in the fresh air coming off the lake. Recharge on a chaise sofa in a chic living area boasting pastel colours, marble accents, and an electric fireplace. The perfect central location, by the lake & within walking distance to most coveted attractions, shopping, restaurants, coffee shops, clubs & bars. Take a stroll along the waterfront, or walk to the CN Tower, Rogers Centre, Exhibition Place, Fort York, Ripley's Aquarium, Ontario Place & lots more (see the neighbourhood tab below for a larger list) Toronto is an amazing city - we want you to feel at home in our condo, and have an unforgettable trip! Indoor Swimming Pool & Hot Tub Sauna Fitness Centre & Yoga Studio (with free wifi) Rooftop Terrace with BBQ's & Hot Tub (seasonal) Free-Parking (available upon request) Self Check-In with Smart Lockbox Full Service Kitchen with Coffee Maker & Kettle Two Desks For Work Wifi Netflix & Cable TV For flexible arrival times, keys will be accessible by a self check-in smart-lockbox. We are also available by text or phone if you have any questions! Set in a Downtown high-rise, the apartment is steps away from vibrant restaurants, upscale fashion boutiques, and buzzy nightlife spots. Popular attractions like the CN Tower, Rogers Centre, and the waterfront are a short walk away. Visit tourist attractions in Toronto by walking, bike rental, taking an uber/taxi or getting on the TTC (public transit) right outside the condo building. ♡ Chat with Victoria on Instagram @victoria.simpson

Guest favourite

Home in The Beaches

4.99 out of 5 average rating, 121 reviews

Heated Pool-Hottub Open 365 Days+Mid Week Specials

** Ask about MID WEEK Specials. Welcome to the Toronto Beach. We are right next to the lake and have a HEATED private pool and spa that are both open year round. Explore local shops on the high street and swim, kayak (provided), volleyball, basketball and tennis courts right beside us. In winter, an outdoor ice rink (skates provided), cross-country ski trails (bring your own equipment) and lots of walking to be had. We decorate for for holidays, and the house has a real wood burning fireplace.

Guest favourite

Condo in Fort York

4.97 out of 5 average rating, 109 reviews

Luxury Waterfront Downtown Condo w/ Pool & Parking

This lakeside condo is designed to give you a 5-star experience. Upon entrance you are greeted with champagne and a gift basket! Steps away from the main attractions. Walk to the CN Tower, Scotia Bank Arena, Rogers Centre, Ontario Place, Cinesphere Theatre, Budweiser Stage, Historic Fort York, Billy Bishop Airport (YTZ), BMO Field, and more! Enjoy your 5-star stay with our amenities including an indoor pool, jacuzzi, sauna, odyssey gym (located on the same floor), outdoor hot tub and roof top!

Guest favourite

Condo in Downtown Toronto

4.99 out of 5 average rating, 139 reviews

Bright Modern Central 2Bd2Ba Lakeview + Big Screen

Welcome to The Perch — our beloved pied-à-terre in the most vibrant city, Toronto. Comfort and design define this bright, creative, cozy, curated, and clean space. Enjoy our perch above it all! We have chosen everything within these walls based on how it makes us feel. The floors feel good on bare feet. The mattresses and pillows inspire sleep. Sheets and towels are luxuriously soft. The lighting is an ode to mood. Made with love, shared with love. See more @ ThePerchToronto on socials

Guest favourite

Home in Scarborough

4.93 out of 5 average rating, 112 reviews

Entire house with Pool, ravine, and nature trail

Enjoy your stay in this artsy, minimalistic 2 story home. The entire house is yours! This house has 3 bedrooms, each with a queen bed, night stand, closet space, and USB charging ports. One room has a desk/workspace. It also has 2 full bathrooms, open concept kitchen/living/dining rooms, and laundry and one parking spot on the driveway. We offer high speed WIFI, and a wall mounted, 55" flat screen, 4K, Roku Smart TV. In addition, we have a Keurig machine with complimentary coffee and tea.

Guest favourite

Condo in Fort York

4.96 out of 5 average rating, 126 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

A luxury condo overlooking the stunning city skyline. Bright open concept living space with a modern flare. Renovated with the latest appliances. Beauty-Rest Hotel Series Queen mattress and lots of closet space. Free Parking. Steps to the trendiest restaurants, bars, and clubs downtown as well as the CN Tower, Rogers Center, Exhibition Place, Beautiful Waterfront trails/bike paths, and more. 24/7 Self-Check in. Pool and gym access. Use your own Netflix/Prime account on the Samsung Smart TV.

Guest favourite

Condo in Fort York

4.89 out of 5 average rating, 408 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.

Guest favourite

Rental unit in Downtown Toronto

4.94 out of 5 average rating, 126 reviews

5-Star Condo beside CN Tower

Mere steps to Toronto’s most popular attractions including the CN Tower, Ripley’s Aquarium, Rogers Centre, Roy Thomson Hall and the Metro Toronto Convention Centre. Located in the entertainment district at the heart of the city with a wide selection of the finest dining, shopping, night life and entertainment. Amenities including an infinity outdoor rooftop swimming pool and fitness center. Enjoy 5 star welcome from concierge. Great for families, solo adventurers and business travelers!

Superhost

Villa in North York

4.94 out of 5 average rating, 134 reviews

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.

Guest favourite

Home in Port Perry

4.93 out of 5 average rating, 213 reviews

Home away from home with a hot tub and pool

This spacious home is a short walk to downtown Port Perry. Enjoy your time around the pool or hot tub, relaxing by the outdoor fireplace, lounging at the bar or just spending your time under a large covered deck ( rain or sunshine, uv ray protection). Port Perry offers shopping, fun at the lake (fishing and boating), skiing, hiking, local brewery, many restaurant choices and easy access to the Blue Heron casino. Check local web site for the many events going on around town.

Guest favourite

Condo in Downtown Toronto

4.93 out of 5 average rating, 209 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

Guest favourite

Condo in Fort York

4.89 out of 5 average rating, 128 reviews

Lakeside Downtown Oasis accommodating 4 ppl

Enjoy a stylish experience at this centrally located place. My ONE BEDROOM PLUS DEN condo comfortably sleeps 4 people and overlooks the lake and is within walking distance to most Toronto attractions ( Budweiser Stage, BMO field, Exhibition Place, Billy Bishop Airport, CN tower, Ontario Place, countless bars, restaurants and venues. During your Stay you will have access to the state of the art facilities such as gym, sauna, pool, roof-top terrace, paid parking on site.