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Holiday 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 favourite
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.
Flat in The Rocks
4.96 out of 5 average rating, 337 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 favourite
A rooftop spa invites relaxation with bubbling water, framed by sleek railings and wooden decking. The horizon reveals a scenic view under a partly cloudy sky, enhancing the serene atmosphere of this elevated retreat.
Flat in Darlinghurst
4.99 out of 5 average rating, 121 reviews

Sensational Hyde Park Oasis w/Balcony, Pool & Gym

Unwind in our stylish CBD oasis - a newly renovated modern studio apartment in the heart of Sydney. This sunny inner-city sanctuary features luxury amenities including a queen bed with quality linens, chic bathroom with complimentary toiletries, washing machine, full kitchen, Nespresso machine, tea, free Wi-Fi, and Netflix. Enjoy amazing Oxford Street views while being in walking distance to the Opera House, Art Gallery, Sydney Tower, and Royal Botanic Gardens. Perfect for your Sydney stay!

Top guest favourite
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.
Apartment in Mosman
4.98 out of 5 average rating, 187 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!

Superhost
A stylish living area is showcased, featuring a comfortable leather couch and a unique coffee table. Large windows provide sweeping views of the Sydney skyline, while a wooden cabinet and decorative lamp add character to the space. A ceiling fan completes the modern atmosphere.
Flat in Potts Point
4.77 out of 5 average rating, 196 reviews

Best Sydney Views from Potts Point + Rooftop Pool

Immerse yourself in the heart of Potts Point with show-stopping views of Sydney Harbour and its surroundings—both from your apartment and the stunning shared rooftop pool. Located in the Gemini complex, you'll be within walking distance to the CBD, Kings Cross Station and some of the city's best shopping and dining. Beautifully outfitted with trendy furnishings and a unique selection of books and artefacts, you'll have everything and more to feel stylishly content at this home away from home.

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Flat in Vaucluse
4.96 out of 5 average rating, 100 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Top guest favourite
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.
Flat in The Rocks
5 out of 5 average rating, 154 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 favourite
A modern living space showcases a well-furnished area with a comfortable lounge chair, small side table, and a textured rug beneath. A stylish kitchen is visible in the background, illuminated by soft lighting. Green plants add a fresh touch near the window, enhancing the vibrant atmosphere.
Flat in King's Cross
4.99 out of 5 average rating, 131 reviews

Stunning One Bedroom Art Deco Apartment

A gorgeous apartment on the border of Elizabeth Bay and Potts Point, one of the most vibrant and sought after areas to live in Sydney. The apartment is completely renovated and stylishly furnished with timber floors ,new kitchen and bathroom. Located on the 4th floor of an iconic Art deco building overlooking the stunning pool and manicured gardens which are the perfect space for entertaining and relaxing after a day exploring Sydney. The building has security access and 2 lifts.

Top guest favourite
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.
Flat in Darlinghurst
4.97 out of 5 average rating, 110 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.

Superhost
The studio showcases a cozy sleeping area featuring a wooden bed with a patterned duvet. Flanking the bed are two bedside tables with lamps. A small dining table for two is set with plates and cups, complemented by modern chairs. Natural light filters from a nearby window.
Loft in Bondi Junction
4.75 out of 5 average rating, 108 reviews

Bondi studio, separate bathroom & pool

The studio is above the garage, separate from the house, with its own entrance. There's a toilet cubicle and sink in the studio, while your private bathroom with shower and another toilet is downstairs, accessed via the outside staircase. Starter supplies of tea, coffee, milk and sugar are provided. We're 10-15 minutes' walk from Bondi Junction train station, with several bus routes nearby. Close to beaches, Bondi Junction shopping and transport hub, bars, restaurants.

Guest favourite
A well-maintained exterior of a private residence is shown, featuring neatly trimmed hedges and tall conifer trees flanking a staircase. The white walls of the building contrast with the green foliage, while decorative balconies and large windows create a welcoming facade.
Guest house in Vaucluse
4.83 out of 5 average rating, 134 reviews

Apartment set in garden of elegant Vaucluse home.

Private apartment set in large garden of elegant Vaucluse home, a short stroll to cafes and shops, close to harbour beaches and on a bus route. Apartment is totally private and very quiet with own entrance. It comes with fully equipped kitchen. It also has a Nespresso coffee machine, with complimentary teas and coffee. The apartment has all mod cons including reverse cycle air conditioning, TV, Bluetooth speaker, wifi and a good hairdryer!

Guest favourite
A cozy studio features a comfortable bed and a sofa, complemented by a dining area with bar stools. Natural light fills the space through large windows, while a kitchen area with modern appliances is conveniently located nearby.
Flat in Bondi
4.83 out of 5 average rating, 374 reviews

Bondi Beach Pad

Cosy private studio in a secure building on Bondi Road, just a 15-minute walk to Bondi Beach or Bondi Junction. The building has a communal rooftop pool with stunning views of Bondi Beach, the harbour and city skyline — perfect for relaxing or even watching the New Year’s fireworks. (Please note: the rooftop area is closed until February 15th) Ideal location to explore the city while still enjoying the beach or poolside downtime.

Top guest favourite
A bright living area featuring a textured white sofa with decorative cushions and a custom organic-shaped coffee table. A small dining table for two sits beside large windows, offering panoramic views of the harbor. An art piece hangs on the wall, adding a splash of color.
Flat in Elizabeth Bay
4.89 out of 5 average rating, 101 reviews

Chic Sydney Stay: Water Views & Rooftop Pool

Discover Sydney in style! Experience our hotel-style room in Elizabeth Bay, a harbour-view haven in prestigious real estate. Enjoy the sun-drenched rooftop pool, gourmet cafes, and scenic parkland. With an unbeatable location & luxurious amenities, this apartment, featuring quirky décor adding a touch of elegance, is the perfect base for exploring Sydney's vibrant cityscape. Book now for urban charm, comfort, and convenience!

Popular amenities for Woollahra rentals with a pool

When is the best time to visit Woollahra?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 130€ 133€ 131€ 109€ 101€ 98€ 83€ 107€ 105€ 111€ 138€ 148
Avg. temp24°C24°C22°C20°C17°C14°C14°C15°C17°C19°C21°C23°C

Quick stats about holiday rentals with a pool in Woollahra

  • Total holiday rentals

    Explore 70 holiday rentals in Woollahra

  • Nightly prices starting at

    Woollahra holiday rentals start at € 17 per night before taxes and fees

  • Verified guest reviews

    Over 680 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    60 of Woollahra holiday rentals include wifi 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!