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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 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, 240 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 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.
Apartment in Darlinghurst
4.99 out of 5 average rating, 122 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.
Condo in Mosman
4.98 out of 5 average rating, 189 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.
Apartment in Potts Point
4.76 out of 5 average rating, 198 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.
Apartment in Vaucluse
4.96 out of 5 average rating, 102 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.
Apartment in The Rocks
5 out of 5 average rating, 156 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.
Apartment in King's Cross
4.99 out of 5 average rating, 134 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.
Apartment in Darlinghurst
4.97 out of 5 average rating, 112 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 favourite
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, 113 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.

Top Guest favourite
A waterfront view captures the tranquil waters and lush greenery of the area. The image features a blend of historic and modern buildings along the shoreline, with boats gently navigating the river. Clear skies and distant city skyline elements complete the serene landscape.
Apartment in The Rocks
4.97 out of 5 average rating, 101 reviews

Spectacular Suite, Bridge & Water views, The Rocks

Welcome to The Rocks. Explore this Premium Resort-Style-Living one-bedroom apartment featuring Iconic Harbour Bridge & Water views. Our building is one of the most iconic and premium buildings in the Rocks area. Bridge, Harbour, Barangaro & NYE- Fireworks can be viewed from your living room. Full Harbour & Opera House views from Observation Deck, where the swimming pool is. Fully updated (April 2024) with fresh paint, new carpet, artwork & furniture.

Superhost
Apartment in Elizabeth Bay
4.82 out of 5 average rating, 204 reviews

Stylish Harbourside Apartment in Elizabeth Bay

Family-friendly Elizabeth Bay apartment with harbour views, pool & secure parking. Bright sunlit interiors with greenery in every room, premium bedding & full kitchen with German appliances. Enjoy Apple TV, high-speed WiFi & lift access in a secure building. Steps to Elizabeth Bay Marina, Macleay Street cafés & Kings Cross Station for easy Sydney access. Perfect for families wanting comfort, safety & convenience by Sydney Harbour.

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.
Apartment in Elizabeth Bay
4.89 out of 5 average rating, 103 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$265 NZD$272 NZD$268 NZD$223 NZD$206 NZD$201 NZD$170 NZD$218 NZD$215 NZD$227 NZD$282 NZD$301 NZD
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 $35 NZD 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 and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Woollahra holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi and Pool across Woollahra rentals

  • 4.8 Average rating

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