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Vacation rentals with a pool in Woollahra

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Woollahra

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

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Top guest favorite
A spacious living area features a comfortable leather couch and a geometric coffee table. Bright wall art adds a modern touch, while large glass doors provide access to a balcony overlooking the city skyline. A television is mounted on a sleek entertainment unit.
Apartment in Sydney
4.99 out of 5 average rating, 235 reviews

Luxury Apartment Overlooking City and Darling Harbour

Feel the excitement of being only an elevator ride away from harbour-side activities. Admire walls filled with edgy and captivating art, and unwind on a comfy leather couch. Have nightcaps on the balcony and sleep in bedrooms with city skyline and Harbour views. We know you will feel at home with super comfortable modern light and cozy bedrooms, with built-in wardrobes and TVs. Google Chrome is also available on the Main TV in the lounge room. I'm sure you'll love coming back and unwinding after a day or night of enjoying everything Sydney offers. You'll not want to leave!

Top guest favorite
A panoramic view displays the Sydney Harbour, featuring the iconic Sydney Opera House and Sydney Harbour Bridge. The landscape includes a mix of historic and modern buildings, with the water reflecting sunlight. The vibrant atmosphere is enhanced by boats navigating the harbour.
Apartment in The Rocks
4.96 out of 5 average rating, 330 reviews

World Class location+Pool, Spa+Harbour Bridge View

A snapshot is worth a thousand words, but experiencing these panoramic views of Sydney in person is priceless! Experience SYDNEY THROUGH OUR EYES From sunrise painting the sky with hues of pink and purple, to ferries gliding beneath the Sydney Harbour Bridge, vibrant locals that bring the night to life, this is just a glimpse into the magic that awaits outside our doors. Wake up to some of Sydney’s most iconic treasures right outside your window, and let the city's beauty unfold before your eyes

Top guest favorite
A modern kitchen area features a dark stone countertop, with a kettle and decorative plant positioned near a large glass window. Beyond the window, a private pool is visible, surrounded by wooden decking and tropical trees, creating a serene outdoor space.
Tiny home in Seaforth
4.89 out of 5 average rating, 230 reviews

Spa Serenity Cottage with Private Pool & Spa

This is a designer-furnished Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours — no one else shares these spaces. Just so you’re aware, my wife and I live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Your retreat is fully private, we absolutely respect that. Feel free to reach out with any questions we’re here if you need us

Top guest favorite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman
4.98 out of 5 average rating, 186 reviews

Absolute Harbourfront Apartment with Fabulous Panoramic Views

Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Guest favorite
A view from the window reveals Sydney's harbour, featuring boats on the water and distant greenery. A small hanging terrarium and a stack of books are visible on the windowsill, complementing the scene of natural light and soft clouds.
Apartment in Elizabeth Bay
4.85 out of 5 average rating, 482 reviews

Chic Potts Point Studio – Sydney’s Hidden Gem Stay

Wake up in the heart of one of Sydney’s most vibrant neighbourhoods, surrounded by award-winning cafés, trendy restaurants and hidden local gems. Begin your morning with a refreshing dip in the outdoor pool before strolling to the Royal Botanic Gardens, CBD or Opera House. This light-filled 22sqm Potts Point studio is stylish, modern and designed for comfort, with every detail thoughtfully considered. Perfect for solo travellers, business trips or couples seeking a relaxing Sydney city escape.

Top guest favorite
An indoor pool area is framed by large glass panels, offering a view of the iconic Sydney Harbour Bridge. Comfortable seating is positioned nearby, allowing for relaxation while enjoying the scenery. The space features elegant columns and subtle greenery, creating a soothing atmosphere.
Apartment in The Rocks
5 out of 5 average rating, 151 reviews

Supreme Sydney Rocks Suite + Spectacular Pool

Wake up to Sydney’s harbourside magic. Step into the heart of The Rocks - moments to our panoramic Circular Quay and the breathtaking Opera House. Walk to George Street or Barangaroo where Sydney's best bars & restaurants are all waiting to be experienced. Find in house dining or stroll to public transport for ferries to visit Manly, Watsons Bay or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape encircled by world-class amenities and iconic landmarks.

Top guest favorite
Apartment in Bondi
4.95 out of 5 average rating, 479 reviews

Bondi Breeze Apartment

Rooftop pool closed until November 17th. Experience luxury holiday in our stunning 3-bedroom apartment on Bondi Rd. Meticulously renovated with a sleek open plan design, it radiates modern elegance. A short 10-min walk to Bondi Beach, it offers easy access to the coastal lifestyle. With excellent public transport and a rooftop pool boasting mesmerizing panoramic views, your stay will be nothing short of extraordinary. Immerse yourself in comfort and sophistication in this exceptional space.

Guest favorite
A panoramic view of the Sydney skyline is showcased, with tall modern buildings and the iconic Sydney Tower visible. Lush green trees in Hyde Park provide a vibrant contrast to the urban landscape, creating a harmonious connection between nature and city life.
Apartment in Sydney
4.79 out of 5 average rating, 426 reviews

Stunning View, Modern, Heart of City

Short and long term bookings allowed, so your booking is safe! Large 1 bed apartment with stunning views over Hyde Park. Heart of Sydney. Modern kitchen inc dishwasher. Modern bathroom inc bath. Rooftop pool, hot tub and gym, new July 2022. In one of Sydney's best locations, it’s an easy walk to all city attractions and shopping: - Direct trains to airport - Rich mixture of cafes, bars and restaurants on vibrant Oxford Street - Frequent buses to Eastern suburbs, inc Bondi Beach

Top guest favorite
A modern kitchen area features a wooden countertop and sleek appliances. Bar stools line a tall dining table, which is set for a meal. Large windows provide views of the Sydney skyline and greenery, creating a bright and airy atmosphere.
Apartment in Darlinghurst
4.97 out of 5 average rating, 102 reviews

Hyde Park Tree-Top Views

A home away from home Located in Sydney CBD in Hyde Park Plaza - on the corner of Oxford st. and College st. Next to museum train station. You could not get a better location in the city. 333 bus to bondi , bottle shop, cafes just downstairs. This one bedroom unit is offering a really comfortable stay with excellent views. Perfect for business or a few nights' stay away to recharge but be aware of city noise ! If you have any requests please don’t hesitate to let me know.

Top guest favorite
An outdoor dining area is set with a white tablecloth, adorned with elegant dinnerware and glassware. Fresh flowers are arranged in a vase, while soft lighting enhances the lush greenery in the background. Intimate seating is visible, providing a serene atmosphere.
Guesthouse in Saint Ives
4.99 out of 5 average rating, 109 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Superhost
A bright sleeping area is featured, showcasing a spacious bed adorned with a textured blanket and colorful decorative pillows. A view of the ocean is visible through a large window, while folded towels and a small plant add a touch of comfort.
Apartment in Bondi
4.84 out of 5 average rating, 226 reviews

Pacific Views Bondi

Bright ocean-facing private studio with sweeping views. Enjoy a comfortable sleep on a new mattress with quality bedding, a fully equipped kitchen, and a bathroom stocked with essentials and cotton towels. Just a short walk to iconic Bondi Beach, with buses outside the building for easy access to Sydney’s sights and plenty of international eateries nearby. The building also has a communal rooftop pool (closed until February 15th).

Guest favorite
A modern living area is arranged with a sectional sofa covered in dark upholstery, complemented by patterned cushions. A wooden coffee table is positioned in front, adorned with decorative items. Light from large windows creates a bright atmosphere, highlighting the textured area rug underneath.
Apartment in Ultimo
4.93 out of 5 average rating, 136 reviews

Last

This unique place is perfect for Couples, friends, Student or small families looking to explore Sydney. conveniently located in heart of Sydney close to City, Darling Harbour, ICC, Chinatown, Fish Market, Public Transportation Central Station, Metro, Light Rail and BUS, UTS and Sydney University. Enjoy features such Restaurant, Cafe and one step away from Broadway Shopping Centre and Chinatown

Popular amenities for Woollahra rentals with a pool

When is the best time to visit Woollahra?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$32,001 GYDG$32,838 GYDG$32,419 GYDG$26,981 GYDG$24,890 GYDG$24,262 GYDG$20,497 GYDG$26,354 GYDG$25,935 GYDG$27,400 GYDG$34,093 GYDG$36,393 GYD
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Quick stats about vacation rentals with a pool in Woollahra

  • Total vacation rentals

    Explore 70 vacation rentals in Woollahra

  • Nightly prices starting at

    Woollahra vacation rentals start at G$4,183 GYD per night before taxes and fees

  • Verified guest reviews

    Over 680 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Woollahra vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woollahra rentals

  • 4.8 Average rating

    Woollahra stays are highly rated by guests—averaging 4.8 out of 5!