Vacation rentals with a pool in Woollahra

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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, 238 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, 334 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 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, 120 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, 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!

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, 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 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, 153 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.

Guest favorite
A scenic view captures the Sydney Harbour Bridge framed by greenery. The clear blue water reflects the bridge, with a glimpse of the iconic Sydney Opera House in the background. Adjacent cars and a nearby boat dock are visible along the waterfront.
Apartment in McMahons Point
4.84 out of 5 average rating, 104 reviews

Cosy Stays @ Sydney Harbour |Pool|Views|Parking

Cosy Stay @ Sydney Harbour is perfectly located facing the majestic Harbour Bridge on the foreshores of Mcmahons Point. Undoubtedly one of Sydney's finest locations. Apartment Features: -Beautiful views of the harbour from all windows -Comfortable three seater lounge -1 Bedroom area with King Bed -Sofa bed in lounge -Bathroom with washing machine -Open plan lounge & dining -Kitchen with breakfast bar -Wi-Fi -Smart TV -Lift access -Free Parking -Pool with harbour bridge and City views.

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, 430 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 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, 129 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 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, 108 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, 112 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.

Guest favorite
An expansive balcony features a spacious dining table and a lounger. Clear glass railings provide unobstructed views of the surrounding landscape. Natural light floods the area, accentuating the modern furnishings and neutral tones.
Apartment in Bondi Beach
4.96 out of 5 average rating, 112 reviews

STUNNING LUXURY APT. BONDI BEACH - SPA/GYM/POOL

Luxury 2 bedroom modern executive apt in the heart of Bondi Beach. Situated in the sub-penthouse of "Boheme Apartments Bondi", 1 minute walk from the beach with all the best bars, restaurants, shops close by. Direct access to the Adina Hotel's spa, pool and gym. Longterm exec rental. Sleeps up to two couples. Secure parking available in the Wilson Carpark, with direct lift access No parties or loud noise out of respect for my neighbours

Popular amenities for Woollahra rentals with a pool

When is the best time to visit Woollahra?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price€ 131€ 135€ 133€ 111€ 102€ 100€ 84€ 108€ 107€ 113€ 140€ 149
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 € 17 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!