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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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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, 137 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.

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
4.83 out of 5 average rating, 233 reviews

Pacific Views Bondi

Bright Ocean-Facing Studio near Bondi Beach with Communal rooftop pool access. Wake up to sweeping ocean views in this bright private studio, just moments from iconic Bondi Beach. Enjoy a brand-new mattress with quality bedding for a restful sleep. The studio includes a private fully equipped kitchen and a private modern bathroom stocked with essentials and towels. Cafés, restaurants, shops and a supermarket are steps away, with buses right outside for easy access to Sydney’s top attractions.

Top guest favorite
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, 133 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 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, 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!

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, 500 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.

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
4.77 out of 5 average rating, 202 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 favorite
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, 108 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 favorite
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 favorite
A bright sleeping area features a spacious bed adorned with neutral bedding. A minimalist design is complemented by soft pillows and a TV mounted on the wall. Large windows frame stunning views of Sydney Harbour and The Harbour Bridge, enhancing the natural light in the room.
Apartment in Elizabeth Bay
4.93 out of 5 average rating, 747 reviews

Iconic Sydney Views

A newly renovated studio apartment, with iconic Sydney views of The Harbour Bridge, The Opera House and Harbour. With a queen sized bed, my apartment is perfect for a couple, a solo traveller or business person, looking for accommodation that is beautiful, clean, convenient and with unparalleled comfort. Located in the heart of Potts Point you are moments away from all of Sydney's attractions and local hotspots. The perfect place for your stay in Sydney! (No Parking available on site)

Top guest favorite
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, 141 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.

Guest favorite
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, 111 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.

Superhost
The Sydney Tower stands prominently among the city skyline, featuring a distinctive gold-topped observation deck. Surrounding green trees provide a contrast to the modern buildings, while Australian flags are seen in the foreground, gently waving under a partly cloudy sky.
Condo in Surry Hills
4.76 out of 5 average rating, 222 reviews

Superb Sydney CBD Rental

Very conveniently located in city close to all attractions including Hyde Park, Darling Harbour,Opera House,Sydney Tower,Australian Museum, Art Gallery, Botanical Gardens etc just walking distance. Public transports are at doorstep. Central Station and Museum Station are very close. Small sized studio with ensuite own bathroom/toilet. Rooftop lounge/deck swimming pool etc.This centrally located place is close to everything making it easy to plan your visit.

Popular amenities for Woollahra rentals with a pool

When is the best time to visit Woollahra?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$31,960 GYDG$32,795 GYDG$32,377 GYDG$26,946 GYDG$24,857 GYDG$24,231 GYDG$20,471 GYDG$26,320 GYDG$25,902 GYDG$34,048 GYDG$32,586 GYDG$31,751 GYD
Avg. temp24°C24°C22°C20°C17°C14°C14°C15°C17°C19°C21°C23°C

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$4,178 GYD per night before taxes and fees

  • Verified guest reviews

    Over 740 verified reviews to help you choose

  • Family-friendly vacation rentals

    10 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!