Vacation rentals with a pool in Bowral

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Top-rated rentals with a pool in Bowral

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

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Guest favorite

A bright outdoor area features a sparkling pool surrounded by sun loungers and shaded by a large umbrella. Lush green lawns and neatly arranged stepping stones lead to the pool, with scenic views of rolling hills in the background under a clear blue sky.

Cabin in Woodhill

5 out of 5 average rating, 36 reviews

Berry cottage with pool, views & games room.

Kick back and relax in this calm, stylish space located 5 minutes from cosmopolitan Berry. With stunning views, a spectacular pool, sports pitch, games room & outdoor area, this cottage is an ideal weekend escape for a couple or family of 4. The cottage is part of a larger property & home but when the cottage is rented, you have the entire property to yourself with exclusive access to pool, BBQ & gardens. Note - you DO NOT not have access to the main house which is much larger sleeping 8 people.

Guest favorite

An outdoor pool is surrounded by a spacious patio with lounge chairs. The pool area features a mix of shaded and sunny spots, framed by green landscaping and stone walls. The main house is visible in the background, showcasing a blend of brick and metal architecture.

Home in Coolangatta

4.95 out of 5 average rating, 147 reviews

Vineyard Vista

Nestled between two of the Shoalhavens best wineries,Vineyard Vista ticks all the boxes. Located on a quiet and private road,our three bedroom house is only minutes to Shoalhaven Heads beach,the local golf course or the Shoalhaven River if you fancy throwing in a line. The vibrant hub of Berry is only a 10 minute drive,where you can enjoy the streetside cafes,or just wander through the many homeware and antique shops. Relax with your own BBQ and al fresco dining,or just hang by the shared pool.

Top guest favorite

A patio area is shown with a glass table and two white chairs, shaded by a large umbrella. In the background, a serene pool is surrounded by lush greenery and colorful plants, creating a tranquil outdoor setting.

Guesthouse in Bulli

4.98 out of 5 average rating, 249 reviews

Studio Retreat & Pool close to Beach min 1 night

Studio Retreat offers comfort, privacy, air conditioning and is self-contained. It has a full kitchen and bathroom catering for 2 guests. The property is minutes' walk from the beach, bike track and cafes. The railway station, restaurants, pub and brewery are only a 10 to 15 minutes stroll away. You will enjoy use of the pool and BBQ area also Netflex Note this is a 1 room studio with separate bathroom Only 2 guest per stay - Check in 2 pm - Checkout 10am - No Pets - No Events or Parties

Top guest favorite

Home in Lake Illawarra

5 out of 5 average rating, 149 reviews

BEACH-FRONT! Luxury House with Pool & SPA

EARLY CHECK-IN (11am)+ LATE CHECK-OUT (2pm) Make the most of your stay here... Architecturally designed, custom-built, luxury home. Choice of entertaining areas, water views, directly opposite the beach! Seamless indoor/ outdoor entertaining areas, two outdoor kitchens, & full house SONOS sound system. Although a Summer beach holiday may seem ideal, Winter time is also great time to holiday here! There is nothing better than a hot spa, or relaxing by the fireplace on a Cold Winters day.

Guest favorite

A private pool is set in a tranquil outdoor space, framed by lush greenery. A brick home with large windows is partially visible in the background, providing a serene atmosphere. Bright sunlight reflects off the water, creating a welcoming scene for relaxation.

Apartment in Dapto

4.95 out of 5 average rating, 243 reviews

2 BR apartment with billiards room, pool & spa

A quiet relaxing getaway close to Wollongong, ocean, lake & mountains. Inside: Almost an entire house fitted with quality inclusions (NB: Apartment attached to house in which I live). There are 2 bedrooms, a sitting & a billiards room, laundry, full kitchen & bathroom (AC, cable TV, highspeed internet) Outside: Enjoy dining next to your private spa on the veranda or by the pool. Close to transport, shops, lake, beaches, National Parks, Jambaroo Action Park, Kiama Blowhole, Nan Tien Temple

Guest favorite

A charming cabin is surrounded by greenery and colorful plants, set against a clear blue sky. The structure features a covered porch with large windows inviting natural light into the interior, creating a serene and peaceful environment.

Cabin in Kangaroo Valley

4.82 out of 5 average rating, 595 reviews

Breathe again, Cabin cuteness, entire cottage

This is a little piece of heaven, a moment for some tranquillity nestled within the Kangaroo Valley Golf Retreat located on the Golf Course. A short stroll to the pool. Volleyball. court all walking distance. 2 new tennis courts Walking distance to volleyball court, Giant chess set Badminton court & Swimming pool. Dive in. Quality inclusions. We are 4km from town. Single nite stays please bring own linen, we will supply all towels doonas, blankets, bath mat flannels etc. Queen bed.

Guest favorite

A serene view of the private pool surrounded by lush greenery. The blue water glistens under sunlight, and tropical plants frame the pool area. A quiet road is visible in the distance, contributing to a tranquil atmosphere.

Apartment in Kiama Downs

4.9 out of 5 average rating, 116 reviews

Kiama Seaside Escape 1 Jones Beach

Kiama Seaside Escape 1 at Jones Beach Location , location ! First Floor Duplex at Jones Beach with Pool and Wifi This stylish designer apartment is perfectly located across the road from Jones Beach with IGA supermarket, local shops and cafes around the corner. There is no need to leave this secret haven. The first floor apartment is a perfect for a family holiday, a girls weekend away, golfing with friends at the nearby Kiama Golf Club or a kayak adventure at Minnamurra River.

Top guest favorite

A serene pool area is showcased with clear blue water surrounded by a paved deck. Planters with greenery add a refreshing touch, while two chairs and a small table are positioned nearby. The gentle outlines of trees and shrubs frame the space, offering a sense of privacy.

Tiny home in Burradoo

4.92 out of 5 average rating, 165 reviews

Highlands getaway

A completely self contained cottage surrounded by beautiful gardens. There is a pool on the property which guests may use. The cottage is in a beautiful leafy suburb of Bowral containing interesting shops , walks, cycling tracks. There are numerous places of interest in the surrounding towns and villages . There is also a fully self contained 2 bedroom aprt(1 queen bed and 1 single bed) on the property . See listing Luxurious Hideaway in BOWRAL airbnb.com./rooms/17128739

Guest favorite

An inviting pool is surrounded by lush greenery and manicured lawns. Two lounge chairs are positioned under a large umbrella, providing shaded seating. The pool area is enclosed by a decorative fence, enhancing privacy.

Guesthouse in Berry

4.93 out of 5 average rating, 339 reviews

Windsor Cottage

Cosy, country cottage style two bedroom cottage within easy 1km walk to Berry town centre. Would suit a couple with two children or two couples. A great base for accessing all the area has to offer. Recently refurbished with new carpet, paint and kitchenette. Access to pool and outdoor entertaining area. Friendly local hosts who are happy to recommend attractions including beaches, wineries, restaurants and the amazing new Boongaree Rotary Nature Park.

Guest favorite

A private plunge pool is framed by a stone deck, surrounded by lush greenery. The exterior of the home features large windows and sliding doors that open to a spacious deck area, enhancing the connection to nature.

Home in Erowal Bay

4.92 out of 5 average rating, 180 reviews

TREETOPS 4 TWO

Note: Full refund issued due to Covid related restrictions " TREETOPS 4 TWO " is a modern luxury place for two, the home includes an amazing upstairs master bedroom with spa/hot tub over looking the trees through to the water, private plunge pool for summer, double sided gas log fire for those colder romantic winter nights & games room for those wanting to play pool listen to music on the juke box or watch the large wall mounted tv

Guest favorite

A tranquil swimming pool is surrounded by a stone patio and glass fencing, offering unobstructed views of the lush green landscape. Soft clouds drift across the sky, reflecting in the clear water of the pool, creating a serene outdoor environment.

Home in Bundanoon

4.89 out of 5 average rating, 125 reviews

Kalamunda Estate with Pool, Fire Pit & BBQ Deck

Kalamunda Estate is a spacious retreat set on 5 acres, just 3 km from Bundanoon. Perfect for large groups, it features a pool, a large outdoor BBQ deck with stunning bushland views, and a games room. The 5-bedroom house accommodates up to 11 guests, making it ideal for family gatherings or friends' get-togethers. With a vast garden, there’s plenty of room for kids to play and enjoy the outdoors.

Superhost

A heated swimming pool is framed by a glass enclosure, creating a serene atmosphere. The pool features asymmetrical edges, with blue tiles lining the bottom. Surrounding pillars support the open structure, while strategically placed seating areas provide space for relaxation.

Home in Saint Georges Basin

4.82 out of 5 average rating, 201 reviews

Beyond the Sea ( with heated pool )

You’ll love Beyond the Sea. She is a waterfront property with panoramic views of St Georges Basin,chefs kitchen,heated swimming pool,3 bathrooms,outdoor shower,large 12 seater family dinning table in an open plan living/kitchen area,private mooring , boat ramp 300 meters down the road.Our place is good for couples, business travellers, families (with kids).Pets also welcome.