We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

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.

0 of 0 items showing

1 of 3 pages

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, 47 reviews

Ultimate Privacy In The City | 4 Bdrms 4 Washrooms

Surrounded By Nature,This East-End Toronto Gem Features A Heated 4Ft Deep Pool(Open May-Oct),Pergola w/Ample Seating+BBQ On An Over-Sized Deck.The HGTV Inspired Renos Will Make Your Stay Extra Special.A True Get-Away Where Lasting Memories Will Be Made! ✔ 5-7 Min to PanAM Centre, Toronto Zoo, Rouge Beach &Train Station ✔ 10 Min To Pickering Casino ✔ 35 Min to CNtower ✔ 35 Min To YYZ airport ✔ 5 Min Walk to TTC bus stop ✔ 5 Min To Groceries ✔ 5 Min To Highland Creek Village ✔ 10 Min To The Guild

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

4.95 out of 5 average rating, 104 reviews

New Cstm Bld 2 BDRM Cozy Suite-Heated Flrs-Game Rm

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!

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, 94 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.

Top guest favorite

Apartment in Newmarket

4.99 out of 5 average rating, 178 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 indoor saltwater pool area features large windows allowing for natural light to flood the space. The pool is bordered by tile flooring with safety signage visible. Minimalistic design elements include sleek lines and modern lighting, creating a contemporary swimming environment.

Condo in Davisville Village

4.93 out of 5 average rating, 268 reviews

SpectacularPenthouse VIEWS/ POOL /free Parking

Sparkling clean, lovely Penthouse Unit with panoramic city view. Lots of amenities, great neighbourhood. The building is 2 mins from subway-which leads you to Downtown Toronto- in ten minutes. Lots of amazing restaurants and pubs in the area for your enjoyment and entertainment. There is a gym, salt water pool and sauna on the 4th floor and 24 hour security; a secured parking garage with a spot for guests to park free; and there is additional paid public parking in the underground.

Top guest favorite

A modern living area features a sleek kitchen equipped with stainless steel appliances, including a microwave and oven. A comfortable sofa is positioned beside a large window, offering natural light. A breakfast bar with stools enhances the inviting space, which includes a neutral-toned area rug.

Condo in Unionville

5 out of 5 average rating, 16 reviews

Modern Downtown Unionville Stay

Cozy 1+Den Condo in Downtown Unionville Stay in our modern condo with 11-foot ceilings, two beds, a fully equipped kitchen, and a 4K TV. Enjoy access to the building’s pool and gym for your convenience. Located just 5 minutes from Unionville GO, 30 minutes to downtown Toronto or Pearson Airport, and close to the Markham Pan Am Centre. With restaurants, gyms, and VIP theaters nearby, it’s the perfect base for work or leisure. Book your stay today to experience the best of Unionville!

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, 147 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

A well-lit living area features a brown leather sofa, a TV stand with a flat-screen television, and large windows offering expansive city views. Sunlight floods the room, enhancing the warm tones of the wooden floor. A cozy bed with white linens is partially visible in the background.

Apartment in North York

5 out of 5 average rating, 8 reviews

-THE VIEW- 2Br Condo in Toronto.

Relax withYour family will be close to everything when you stay at this centrally located place. 🖥️- Superfast internet 🍝- Fully equipped kitchen 🛣️- Minutes access to Hwy 404, Hwy 401 and DVP TRANSIT: Centrally located in the heart of GTA, easily accessible to everywhere you need to be! - Public Transit at doorstep (subway, bus, GO) - Right next to Hwy 404, DVP, and Hwy 401 - 20 mins drive to Downtown - 20 mins drive to the Airport - 40 mins by subway to downtown Toronto

Home in North York

4.86 out of 5 average rating, 74 reviews

Toronto Pool Retreat

Experience prestige and privacy in our spacious, well-maintained family home. Enjoy resort-like living with a private yard featuring an inviting pool, hot tub, and large deck. Plus, indulge in additional entertainment options like air hockey and ping pong. Perfect for entertaining! Steps away from ravines, parks, and nature trails, plus easy access to amenities and transportation. Your ideal Toronto getaway awaits!

Top guest favorite

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 North York

4.87 out of 5 average rating, 79 reviews

Casa Meya - Toronto Poolhouse Villa

Casa Meya : This exclusive modern and fully renovated Villa at 2024. Upper Floor : Beautiful Kitchen with brand new Bosch and LG appliances. An Island to host 4 guests plus a 6 seats Dining Table. 85" Samsung QLED TV to watch included Premium TV channels. Master Bedroom ( KING ) - 65" TV / 1st Bathroom 2nd Bedroom ( QUEEN ) - 42" TV / 2nd Bathroom Lower Floor : 3rd Bedroom ( QUEEN ) - 42" TV / 3rd Bathroom

A serene outdoor pool area is surrounded by neatly arranged lounge chairs and greenery. The clear blue water invites relaxation under a partly cloudy sky, while modern buildings are visible in the distance. An umbrella provides shade at one edge of the pool.

Loft in Etobicoke

4.88 out of 5 average rating, 107 reviews

Beautifully Updated 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!

The backyard features a spacious pool surrounded by lush greenery. A stone patio is visible, with several lounge chairs and a dining area nearby. The home, with a dark exterior, has large windows and a deck that connects to the serene forest backdrop.

Guest suite in Uxbridge

4.96 out of 5 average rating, 208 reviews

Mackenzie Cottage

Historic Log home in a country oasis. Nestled in the forest with a large pool just outside the back door, and quick access to some of the most beautiful and exciting trails in southern Ontario. Inside, surround yourself with the warmth of a log cabin circa 1815, as well as the soaring ceilings of the newer post and beam structure. Visit us on Insta @allbrightlane

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Houses

A space thats all yours, with room for everyone

Hotels

Stylish accommodations and amenities

Popular amenities for Woburn, Scarborough rentals with a pool

Free parking on premises

Air conditioning

House rentals with a pool

An outdoor area features a gently curving pool surrounded by a spacious deck. A gazebo offers shaded seating, while decorative structures and planters add visual interest. Lush greenery borders the space, creating a calm and inviting atmosphere.

4.94 out of 5 average rating, 47 reviews

Beautiful Cottage in Ajax

An open-concept living area is flooded with natural light, featuring a modern white sectional sofa on a plush rug. The space includes a kitchen with sleek cabinetry, a dining area visible in the background, and large glass doors that open to the outdoors.

Home in Vaughan

5 out of 5 average rating, 5 reviews

Vacation Getaway with Heated Spa-Pool Open365 Days

Top guest favorite

The exterior of the estate features a striking stone facade with large, arched windows that provide ample natural light. A grand entrance is highlighted by a solid black door, flanked by elegant sidelights. The driveway leads to two spacious garage doors below a charming roofline.

Home in Central Etobicoke

5 out of 5 average rating, 15 reviews

Luxe Haven Heated Pool Sauna Gym

The heated pool is enclosed by a metal fence and features a playful inflatable float. Sun loungers are placed under colorful umbrellas, while a grassy area and trees provide a natural backdrop. A distant view of blue buildings and a hillside completes the scene.

Home in Uxbridge

5 out of 5 average rating, 33 reviews

Redwood Haven East: Your Dream Getaway in Uxbridge

The heated pool is framed by a paved patio, featuring several red lounge chairs for relaxation. Lush greenery and shaded areas are visible in the background, complemented by a clear blue sky with scattered clouds.

Home in East Gwillimbury

5 out of 5 average rating, 5 reviews

10 Acre Farmhouse with Pool + 5 Bedrooms/3 Baths

Home in Mimico-Queensway

4.87 out of 5 average rating, 45 reviews

private backyard SPA oasis in Toronto

Top guest favorite

The outdoor area features a heated pool surrounded by a stone patio. Lounge chairs are arranged near the pool, and vibrant red seating offers a pop of color. Mature trees provide shade, leading to a charming house with large windows that invite natural light.

Home in Clarkson

5 out of 5 average rating, 5 reviews

The Serenity Home with Spa Pool near the Lake

An outdoor space features a spacious deck with a comfortable seating area and an umbrella. A saltwater pool with lounge chairs and elegant landscaping is visible in the background, surrounded by mature trees. String lights add a welcoming touch to the atmosphere.

Home in Central Etobicoke

4.89 out of 5 average rating, 9 reviews

Luxury 2bedroom Unit in the city/heated salt pool.

Condo rentals with a pool

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

4.84 out of 5 average rating, 103 reviews

1Brm 2beds 5*Cozy, Hot tub, Midtown, Subway 5mins

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

4.88 out of 5 average rating, 174 reviews

Beautiful Penthouse with Breathtaking View

An outdoor pool area features a large rectangular pool surrounded by lounge chairs and umbrellas. Several guests are seen enjoying the water, along with sunbathers on the deck. Modern condominiums provide a backdrop with various levels of outdoor space, enhancing the recreational atmosphere.

Condo in Toronto

4.93 out of 5 average rating, 152 reviews

Hidden gem in Humber bay shores Toronto w/ parking

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, 191 reviews

Stylish Downtown Toronto Condo with Free Parking

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, 265 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

4.94 out of 5 average rating, 159 reviews

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

An indoor pool area showcases a clear blue water surface, illuminated by natural light streaming through large floor-to-ceiling windows. The pool's shallow area is marked with a clear indication, and wooden benches are positioned along the walls, providing a place for relaxation.

Condo in Fort York

4.86 out of 5 average rating, 249 reviews

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

Condo in Downtown Toronto

4.98 out of 5 average rating, 100 reviews

“Amazing 1 Bedroom+Den Condo” in Downtown

Destinations to explore