Holiday rentals with a pool in Woolloomooloo

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Top-rated rentals with a pool in Woolloomooloo

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

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Superhost
A spacious rooftop area features a wooden deck with a large, inviting infinity pool overlooking the cityscape. A picnic-style table is positioned near the pool, providing a relaxing space to enjoy the views of Darlinghurst and beyond.
Apartment in Darlinghurst
4.82 out of 5 average rating, 136 reviews

Darlinghurst Sky Pool Apartment - Views & Comfort

>> LONG-TERM bookings available << This vibrant apartment with a rooftop pool is an idyllic retreat in Darlinghurst. Both stylish and considered, this humble and light-filled unit has practical and luxurious fittings to ensure your stay is nothing less than comfortable. Moments from the city and surrounded by trendy bars and cafes the location is perfect! There’s no better way to unwind than with a relaxing afternoon in the rooftop pool, with views of Sydney CBD, Harbour Bridge and Opera House.

Guest favourite
An open-plan living and dining area features a marble-topped table surrounded by elegant white chairs. Natural light floods the space through expansive floor-to-ceiling windows, highlighting the wooden floorboards and providing a view of the surrounding landscape.
Apartment in King's Cross
4.89 out of 5 average rating, 180 reviews

Stunning Unit City Harbour Views + Parking +BBQ

Beautifully designed and styled, open plan kitchen/lounge/dining with wrap around balcony facing north west, attracting the sun all year round. 2 stunning bathrooms. White washed floor boards throughout, painted in neutral colours creating a natural summer relaxed feel. The mood lighting enhances the night view/ambience of the apartment. State of the art kitchen, marble bench top, fabulous breakfast bar. Panoramic views of the City, Harbour Bridge, Sydney Harbour, Kings Cross, Potts Point.

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, 131 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!

Guest favourite
A bright corner of the studio apartment features large windows with views of the Harbour. A small round table sits in front of a comfortable chair, adorned with colorful cushions. A television mounted on the wall displays a landscape image, enhancing the serene atmosphere.
Apartment in Elizabeth Bay
4.87 out of 5 average rating, 610 reviews

Harbour Views from a Modern Retreat

Newly Renovated studio apartment in the heart of Potts Point with stunning Harbour views. Walking distance to some of Sydney's best attractions and an easy 8 min walk to Kings Cross Train Station. Beautifully appointed, you will have access to free Wi-Fi, the new kitchen with cooking facilities, washer & dryer and the building's stunning pool! The space works for solo adventurers and business travellers, with the comfortable queen sized bed making it perfect for couples. (No Parking on site)

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!

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, 159 reviews

Supreme Sydney Rocks Suite + Spectacular Pool View

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 or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape. Note: the balcony and view are located upstairs with the shared pool.

Guest favourite
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, 499 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.

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, 107 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
A well-lit living area features a brown leather sofa and a wooden coffee table. A flat-screen television is positioned on a glass stand. Additional seating is provided by a modern chair. Large windows offer views of the surrounding buildings and allow natural light to fill the space.
Apartment in Wynyard
4.87 out of 5 average rating, 264 reviews

Inner City Superb Cozy Studio

30% OFF FOR 21 NIGHTS OR MORE! *Length of stay discounts are automatically applied. If the discount does not automatically apply, please let us know. This oversized studio in the central CBD, short stroll to Darling Harbour, QVB, Coles CBD, public transport, Westfield shopping mall, restaurants and cafes, pubs. Specious open plan layout, gourmet kitchen with utensils, high speed WiFi, bathroom, washing machine and dryer, large built in wardrobe, outdoor heated swimming pool, equipped Gym.

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, 140 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 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
4.9 out of 5 average rating, 106 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!

Superhost
A panoramic view of the sparkling harbor is captured, featuring a collection of sailboats positioned on the calm water. Lush greenery and modern buildings frame the scene, under a clear blue sky with scattered clouds, highlighting the vibrant coastal atmosphere.
Apartment in Elizabeth Bay
4.78 out of 5 average rating, 195 reviews

Light Filled Studio On Trendy & Vibrant Macleay St

Stylish naturally lite studio in the center of chic Macleay Street. With well renowned restaurants and cafes at your door step this makes for a great place to stay. Just a short walk to Hyde Park, CBD and the astounding sites of Sydney Harbour this studio offers a magnificent lifestyle experience for those seeking a stylish stay in the heart of what is unquestionably one of the world's foremost entertainment precincts.

Popular amenities for Woolloomooloo rentals with a pool

When is the best time to visit Woolloomooloo?

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Avg. price$266 NZD$264 NZD$266 NZD$238 NZD$226 NZD$238 NZD$229 NZD$254 NZD$266 NZD$274 NZD$288 NZD$345 NZD
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Quick stats about holiday rentals with a pool in Woolloomooloo

  • Total holiday rentals

    Explore 60 holiday rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo holiday rentals start at $84 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,180 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 Woolloomooloo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolloomooloo rentals

  • 4.8 Average rating

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

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