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Vacation rentals with a pool in Woburn, Scarborough

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Woburn, Scarborough

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

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The indoor heated saltwater pool is accompanied by a hot tub, surrounded by smooth tile flooring. Natural light enters through a skylight, illuminating the serene space, with modern lighting fixtures lining the walls and tropical plants adding subtle greenery.

Condo in North York

4.81 out of 5 average rating, 360 reviews

Spacious Downtown (midtown) 2bed 2 bath free parki

In the heart of Midtown (close to downtown), this is a modern 2 Bedroom, 2 Bathroom, 900 square foot loft, in a high rise building. My place is perfect for couples, solo adventurers, business travelers, families (with kids), big groups, and furry friends (pets) are welcome too! The condo is in pristine condition with a fully equipped kitchen, living area, two comfy beds, two full piece washrooms and a balcony with all the luxuries and amenities you need. My spot is close to Underground Subway Train Station - Yellow Line, 24/7 Bus Accessible, Yonge Street, 24 hour restaurants, 24 hour grocery store, Bars, Clubs, Restaurants, Movies, Highway 401. There is no shortage of things to do around here. Thank you for considering staying with me during your visit to Toronto. Whether you're coming for business, pleasure, or to visit family, I think you will tremendously enjoy my suite and my neighborhood.

Top guest favorite

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.

Condo in Fort York

4.98 out of 5 average rating, 205 reviews

Stylish Downtown Toronto Condo with Free Parking

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!

The outdoor area features a large in-ground swimming pool surrounded by a stone patio, with bright yellow chairs positioned nearby for relaxation. Lush greenery and wooden fencing provide privacy, creating a tranquil space ideal for outdoor enjoyment.

Home in Scarborough

4.96 out of 5 average rating, 115 reviews

Modern Custom Home w/ Pool, Games & Parking

Welcome to our brand new, luxury modrn unit located in a quiet, family-friendly neighborhood only min from HWY401,407,DVP, TTC & countless amenities! Newly & lovingly modern space with luxury finishes throughout. Enjoy comfortable living quarters, brand new kitchen appliances, bright rooms, large windows, a dedicated workspace, in-unit washer/dryer, free WIFI, Netflix, Prime & free parking. This upscale oasis is truly the perfect space for business travelers, young professionals & couples alike!

Top guest favorite

A panoramic view of the Humber Bay waterfront is displayed, featuring modern high-rise buildings alongside a calm body of water. The Toronto skyline is visible in the distance, framed by clear blue skies and lush greenery along the shoreline.

Apartment in Toronto

5 out of 5 average rating, 111 reviews

Cozy Modern Condo by Lakefront

Welcome to our modern & cozy 2 bedroom 2 full bath condo with 370 sq ft terrace - located in Humber Bay waterfront. Our home offers comfort, cleanliness, & convenience, ensuring an enjoyable stay for all guests. Perfect location to relax or enjoy nightlife. A walk away from Humber bays parks, bridge, & Toronto skyline views. 15 mins from the Airport & Downtown core. Convenient 1 parking included right by elevator & public transportation access. Equipped with all the essentials & Pet-friendly.

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.

Guest suite in Scarborough

4.89 out of 5 average rating, 101 reviews

Prestigious Bluffs Private Guest Suite

Beautiful, private, sun-filled guest suite with a large private yard and pool in a safe, upscale, tranquil, forested neighbourhood. Deer and other wildlife. Short walk to public transport (TTC, GO Trains), shopping, restaurants, parks and trails to the top of the Bluffs with breathtaking views of Lake Ontario and also down to the waterfront trail to nearby Bluffers Park Beach and Marina. Parking for 6 vehicles and boat trailer. Fast Fibre Internet. EV Charger (Tesla/J1772). No parties or events.

A bright bedroom showcases a spacious bed with white linens and a textured blanket. A yellow accent pillow adds color. A bedside lamp and a framed artwork are positioned thoughtfully, while large windows provide panoramic views of the city.

Condo in Downtown Toronto

4.88 out of 5 average rating, 126 reviews

Luxury 1BR Executive Condo • Panoramic City Views

★ This stylishly appointed 1BR condo has everything you need: a spacious open-concept layout with high ceilings and hardwood floors throughout; warm, modern décor; a cozy living area with sofa, armchair, and large flat-screen TV; dining table that seats 3; sleek kitchen with stainless steel appliances; dedicated workspace; comfortable queen bed in the bedroom; bathroom with shower/tub combo; in-suite washer/dryer; high-speed internet; breathtaking panoramic views of Toronto; and an A+ location!

Top guest favorite

A modern living area features a large window with expansive views of the cityscape and surrounding landscape. A flat-screen television is mounted on the wall opposite a comfortable sofa and a coffee table, creating a welcoming space for relaxation.

Apartment in Mississauga

4.95 out of 5 average rating, 129 reviews

Luxury Stay w/phenomenal view!

Enjoy a stylish experience at this centrally located property. Sunset lovers are going to love this one! Starbucks, restaurants, grocery shops, dentists, pharmacies, and much more ON THE MAIN FLOOR. Walking distance to Mississauga’s largest mall Square one. 15 mins drive from airport. 20 mins drive to Downtown Toronto. Lakeshore south view from balcony. Gym, swimming pool, jacuzzi, sauna, piano room, cards room, stretching room, outdoor bbq, and much more in this unique one of a kind property.

Top guest favorite

An outdoor swimming pool is centered within a landscaped courtyard, surrounded by contemporary apartment buildings. Comfortable lounge chairs line the pool deck, while a graceful pathway leads to the water's edge. Lush greenery frames the area, enhancing the tranquil atmosphere.

Condo in North York

5 out of 5 average rating, 106 reviews

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

Top guest favorite

Apartment in Newmarket

4.99 out of 5 average rating, 187 reviews

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.

Top guest favorite

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

4.99 out of 5 average rating, 151 reviews

Heated Pool-tub Open 365 Days

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, and lots of walking to be had. We decorate for the holidays, and the house has a real wood burning fireplace. **note quiet hours are 11:00 pm to 7:00AM

An indoor swimming pool area is featured, with clear water inviting relaxation. A stainless steel handrail provides stability for entry, while large windows allow natural light to illuminate the space. The area is equipped with tiled flooring and a clock on the wall for convenience.

Condo in Davisville Village

4.85 out of 5 average rating, 112 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.

Top guest favorite

An indoor pool area is illuminated by natural light streaming through large floor-to-ceiling windows. The pool features a shallow section marked clearly, with lounge seating visible nearby for relaxation. Fresh greenery can be seen outside, enhancing the tranquil environment.

Condo in Fort York

4.99 out of 5 average rating, 139 reviews

Artsy and Comfy Home with a View

This 670 sqft, 1 Bed+Den, 1 Bath has 9 foot ceilings and a spacious layout, plus: ▶︎ Free underground parking ▶︎ Streetcar direct to Union Stn, Bathurst Stn, Spadina St ▶︎ Restaurant-cafe downstairs, grocery store within 100m ~ 5-min walk: Loblaws, Starbucks, LCBO, Stackt Market, Farm Boy, BBT ~ 15-min walk: King St dining/nightlife, Queen St shopping... Rogers Center, Budweiser Stage, Canadian National Exhibition (CNE)... and more.

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Popular amenities for Woburn, Scarborough rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

A heated swimming pool is surrounded by a landscaped area featuring rocks and blooming hydrangeas. The pool is framed by a smooth patio, and a lush green lawn is seen in the background, providing a serene outdoor setting.

Home in Mississauga

4.94 out of 5 average rating, 34 reviews

Luxury House with a Bright Sunroom & a heated pool

Top guest favorite

A heated swimming pool surrounded by lush greenery reflects the clear sky above. The pool is framed by a glass fence and features colorful pool toys floating on the surface. A pergola provides shaded seating along the spacious deck, inviting outdoor relaxation.

Home in Scarborough

4.98 out of 5 average rating, 59 reviews

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

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

4.89 out of 5 average rating, 83 reviews

Ravine Paradise ! heated pool and hot tub!

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 North York

5 out of 5 average rating, 6 reviews

Luxury Spa Escape w/ Pool & Jacuzzi + Private Chef

A private backyard features a heated saltwater pool with a waterfall, surrounded by lush greenery. A covered gazebo offers seating options, while a dining area with patio furniture is visible. The space is accessed through a glass sliding door from the interior.

Home in North York

5 out of 5 average rating, 19 reviews

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Top guest favorite

The kitchen area features bamboo countertops with a double sink and a small tray holding kitchen items. A dining table is visible through large windows overlooking the garden, surrounded by green chairs and natural light.

Home in Lawrence Park

5 out of 5 average rating, 23 reviews

Guest suite 10 min to subwy w kitchen FREE parking

Home in North York

4.84 out of 5 average rating, 82 reviews

Toronto Pool Retreat

Home in Mimico-Queensway

4.9 out of 5 average rating, 61 reviews

private backyard SPA oasis in Toronto

Condo rentals with a pool

A vibrant cityscape is illuminated by colorful fireworks, with numerous skyscrapers displaying warm lighting. A large crowd is gathered below, surrounded by modern buildings and open spaces, creating an inviting atmosphere for festivities during the evening.

Condo in Mississauga

4.87 out of 5 average rating, 182 reviews

Beautiful Penthouse with Breathtaking View

An indoor pool area is visible, featuring a large, rectangular pool surrounded by tiled flooring. Floor-to-ceiling windows allow natural light to fill the space. Lounge chairs are positioned along the edges, and a seating area can be seen in the background.

Condo in Fort York

4.96 out of 5 average rating, 142 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

A spacious living area is highlighted by a plush couch adorned with throw pillows and a soft blanket. A modern coffee table has a wooden tray atop it. Art is displayed on the walls, and a leafy plant is positioned beside a light source.

Condo in Downtown Toronto

4.97 out of 5 average rating, 253 reviews

Chic, High-Rise Apartment with CN Tower Views

A modern living area is shown with a light-colored sectional sofa featuring dark blue accent pillows. A sleek, black coffee table contrasts against the soft, patterned rug. Abstract artwork adorns the wall, complemented by an open layout that invites natural light.

Condo in Mississauga

4.84 out of 5 average rating, 279 reviews

Beautiful Cozy 1 BR Condo👌🔥 Steps to SQ1! 👍

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 Davisville Village

4.93 out of 5 average rating, 165 reviews

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

The outdoor pool is surrounded by lounge chairs, inviting relaxation. Soft lighting accentuates the area, creating a serene atmosphere as evening approaches. Modern structures and seating arrangements are visible in the background, enhancing the space's appeal.

Condo in Downtown Toronto

4.92 out of 5 average rating, 293 reviews

Luxury 1 Bedroom Suite In Heart Of Toronto

Top guest favorite

Condo in Davisville Village

5 out of 5 average rating, 27 reviews

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

A spacious bedroom is highlighted by a large bed with a soft, patterned duvet. Two decorative wall art pieces enhance the modern decor. Natural light streams in through glass doors, leading to a balcony. A bedside table with a lamp completes the inviting atmosphere.

Condo in Downtown Toronto

5 out of 5 average rating, 16 reviews

Royal Retreat 1B Condo in Downtown Toronto Yorkvil

Other vacation rentals with a pool

Top guest favorite

A bright living area features a light beige sofa with blue accent pillows, paired with a round coffee table displaying a small plant. Natural light fills the space through a large window overlooking greenery. A soft area rug adds warmth, complemented by a decorative floor lamp.

Apartment in Central Etobicoke

4.98 out of 5 average rating, 42 reviews

Charming Condo with Private Terrace in Etobicoke!

Top guest favorite

A comfortable living room is showcased with a gray sofa and a glass coffee table. A flat-screen TV is placed on a low black stand. Natural light filters through the partially closed blinds, creating a warm atmosphere. An artwork adorns the wall, adding a touch of elegance.

Condo in Davisville Village

4.99 out of 5 average rating, 68 reviews

Midtown Toronto Condo!

A rooftop pool area is showcased with a clear blue pool bordered by tiled edges. White lounge chairs are positioned nearby, and covered cabanas line the perimeter. Sky and city views are visible in the background, enhancing the open atmosphere.

Loft in Downtown Toronto

4.9 out of 5 average rating, 82 reviews

Modern Downtown Loft with Private Garden

A sunlit living area features modern furniture, including a tufted beige sofa and a pink accent chair. A round coffee table sits atop a circular rug, while large windows provide a view of the outdoors. Artwork adorns the wall, adding a touch of color.

Apartment in North York

4.82 out of 5 average rating, 11 reviews

Hallmark Luxury 1 BDR condo sbwy

A modern living area is showcased with a light-colored sectional sofa, a white coffee table, and a wooden TV stand. Large windows provide a bright view of the city skyline, while a shelf displays colorful books and glassware, enhancing the inviting ambiance.

Apartment in Downtown Toronto

4.96 out of 5 average rating, 47 reviews

Tower View | Maple Leafs | Jays | Toronto | Pool

The living area is designed with modern furnishings, featuring a gray sofa paired with two bright red chairs. A round coffee table is set with decorative items, including a plant. A painting above the sofa adds a pop of color, while natural light filters through the large windows.

Apartment in Mississauga

4.84 out of 5 average rating, 63 reviews

Modern 1 Bed Condo Mississauga

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.

Condo in Mimico-Queensway

4.86 out of 5 average rating, 14 reviews

Luxury 1BD Condo w/ Stunning Views - Toronto

Top guest favorite

A comfortable living area features a black sofa adorned with yellow and turquoise cushions. Two armchairs, a coffee table, and a light rug create a welcoming atmosphere. Natural light filters through white blinds, complementing the soft decor and greenery in the corner.

Apartment in Cooksville

5 out of 5 average rating, 18 reviews

Stylish Apt. Pool, BBQ + Malls. 25 Mins to Toronto

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