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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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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, 52 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

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, 195 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

4.95 out of 5 average rating, 108 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!

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

4.9 out of 5 average rating, 96 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, 182 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, 148 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, 108 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.

An indoor pool area showcases a well-maintained swimming pool with clear water. Large windows allow natural light to fill the space, while modern lighting fixtures and a sleek ceiling enhance the ambiance. Safety equipment is visible, ensuring guest security.

Condo in Scarborough

4.94 out of 5 average rating, 47 reviews

Luxury High Rise Living | Parking, Gym, Pool, View

Experience upscale high-rise living in this stylish 2-bedroom, 2-bath condo in Scarborough. Enjoy breathtaking forest views from your private balcony and modern open-concept design. Just steps from Scarborough Town Centre and the TTC, with easy access to Highway 401. ✔ Panoramic forest views ✔ Modern open-concept living ✔ Access to gym, indoor pool, and secure parking ✔ Steps to Scarborough Town Centre & TTC ✔ Easy access to Highway 401

Home in North York

4.86 out of 5 average rating, 76 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

4.88 out of 5 average rating, 82 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, 109 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, 211 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

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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, 50 reviews

Beautiful Cottage in Ajax

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

4.96 out of 5 average rating, 28 reviews

Luxury House with a Bright Sunroom & a heated pool

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, 8 reviews

Vacation Getaway with Heated Spa-Pool Open365 Days

Home in North York

5 out of 5 average rating, 14 reviews

Award Winning Luxury Home with Heated Pool + Sauna

Home in North York

5 out of 5 average rating, 3 reviews

Resort Style 5 Bedroom Home with Pool & Jacuzzi

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

4.92 out of 5 average rating, 77 reviews

Ravine Paradise ! heated pool and hot tub!

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, 18 reviews

Luxe, Family-Friendly Oasis Home With Outdoor Pool

Home in Mimico-Queensway

4.88 out of 5 average rating, 50 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, 178 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, 136 reviews

Modern Downtown Condo Free Parking/ Walk to Lake

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, 271 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, 162 reviews

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

Top guest favorite

A cozy living room features a fireplace and a large flat-screen TV. Two sofas and a coffee table are arranged on a textured area rug, with light fixtures illuminating the space. A small bar area can be seen in the background, leading to the kitchen.

Condo in Downtown Toronto

4.97 out of 5 average rating, 131 reviews

Trendy King West townhome

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, 120 reviews

Luxury 1BR Executive Condo • Panoramic City Views

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, 253 reviews

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

Top guest favorite

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.

Condo in Downtown Toronto

4.99 out of 5 average rating, 137 reviews

Luxury Downtown Condo For 6 (Near CN Tower)

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