Apartment holiday rentals in Woollahra

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Top-rated apartment rentals in Woollahra

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Top guest favourite
A bright master suite features a spacious bed with a light green throw. Large glass doors open to a balcony, providing extensive views of the surrounding area. The room includes a comfortable seating arrangement with stylish chairs, a desk, and a floor mirror.
Flat in Randwick
5 out of 5 average rating, 211 reviews

A stylish and well located 2-level loft apartment

Located in a cul-de-sac, this apartment is at the front of the property and enjoys extensive views from both balconies. Private stairs from street level take you to a bright open-plan living and dining area with a fully equipped kitchen. The area opens to a large balcony with a gas barbecue. Another staircase takes you to an equally bright airy master suite. The modern bathroom has a shower, large spa bath and double sinks. There is a television on each level and a Sonos sound system throughout.

Guest favourite
Flat in St Leonards
4.96 out of 5 average rating, 106 reviews

Luxury Designer Penthouse 1BR•Skyline View•Parking

This penthouse offers excellent privacy and tranquility, making it safe to leave the curtains open at night. You won't find the city lights too bright to sleep, but instead, you'll enjoy the charming urban scenery, reminiscent of scenes from a TV drama. Stream piano music via Bluetooth, light up some aromatic candles, pour yourself a glass of wine, and unwind while admiring the endless city lights and starry night sky. You'll feel relaxed and forget all your worries in this serene atmosphere.

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
4.97 out of 5 average rating, 117 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
Flat in Darlinghurst
4.99 out of 5 average rating, 319 reviews

Sydney City Penthouse, vast CBD & Harbor Views

Float above a panorama of Sydney City and Sydney Harbor in this 180sqm large, beautifully designed penthouse. Its a free standing house built on top of a flat roof, in Sydney’s best location. You land in the heart of Sydney with restaurants, cafes, bars, museums, parks, even the Opera and tourist attractions at your door step. Recharge , rewind and feel right at home in this unique Australian designer home with expansive and luxurious interiors, high ceilings, touches of Australian art.

Top guest favourite
A wrap-around balcony features two comfortable lounge chairs and a small table, surrounded by glass railing. Bright yellow cushions add a pop of color, with expansive ocean views stretching into the distance. The clear sky complements the serene beach atmosphere.
Flat in Coogee
4.97 out of 5 average rating, 151 reviews

Smack Bang on Coogee Beach 1 bedroom Apartment

Experience the luxury of beachfront living in the heart of Coogee. Wake up to breathtaking sunrises and the soothing sound of waves in this beautifully renovated, designer appointed 1-bedroom apartment—perfect for up to 4 guests and pet-friendly. Situated smack bang on the Beach, this retreat offers effortless access to the sand, vibrant cafes, pubs, restaurants, and shopping. With city buses just steps away, it’s the ideal getaway for overseas and interstate travelers. Includes parking.

Guest favourite
A stylish dining area features a circular table surrounded by rattan chairs, positioned next to a large bay window. Soft cushions adorn the built-in banquette, offering a cozy spot to enjoy sweeping views of Bondi Beach and the vibrant shoreline.
Flat in North Bondi
4.91 out of 5 average rating, 113 reviews

Dreamy Bondi: The Sunrise - Oceanview Studio

Welcome to the most post-able studio in Bondi, where every detail is designed to impress. This newly renovated, designer studio may be compact, but its genius layout maximizes comfort and style. From the moment you step in, you'll be captivated by the sweeping views over Bondi Beach, perfectly framed by the banquette and dining table by the window—your own private lookout. This is more than just a place to stay; it’s a retreat where the views and the space itself are equally photo-worthy.

Guest favourite
The living space is illuminated by natural light streaming through large windows. A cozy couch sits beside a wooden coffee table, while a smart TV is mounted on a white console. The bedroom area features a queen size bed, with leafy views visible beyond sheer curtains.
Flat in Bronte
4.97 out of 5 average rating, 114 reviews

Designer Coastal Apartment

This designer apartment is newly renovated and positioned on the top floor facing N/E nestled amongst the tree tops with ocean glimpses on the horizon. A quiet and private location with free street parking and only a 10 minute walk to the beach. Enjoy Charing Cross with its boutique shops, cafes, restaurants, pubs and public transport. Bondi junction Westfield and train station is an easy 20 minute walk. Busses are available from nearby streets. *Not suitable for children and infants.

Top guest favourite
An aerial view captures the Woolloomooloo Wharf, showcasing its modern architecture along the waterfront. Marinas with boats are visible, while lush greenery outlines the distant skyline of Sydney, featuring landmarks like the Harbour Bridge and Opera House under a clear blue sky.
Flat in Potts Point
4.94 out of 5 average rating, 143 reviews

Unique studio at Historic Wharf

Stunning studio apartment in the renowned Woolloomooloo Wharf built in 1915. Its beautiful views over the water and Potts Point are key, but this studio has everything you need for a city visit or a staycation. Conveniently placed just minutes to Potts Point and within walking distance to all of Sydney's main attractions: Botanic Gardens, Opera House, Harbour Bridge, Art Gallery NSW, Museum of Contemporary Art and the CBD. No parking Early check in or late check out (if available): $50

Top guest favourite
A light-filled living area is furnished with a spacious white sectional sofa. A natural fiber rug complements the timber flooring. An open kitchen island with marble detailing is visible, while glass doors provide access to the outdoor deck and views of the surrounding greenery.
Flat in Darling Point
4.95 out of 5 average rating, 174 reviews

Luxury Apartment - Harbour and City Skyline Views

Elanora - A Gracious Apartment A historic building but completely reconfigured and renovated. One of only 4 apartments in the building. 130 m² / 1400ft² A large, open timber deck looks out over Rushcutters Bay and through yachts and out to the northern end of theHarbour Bridge. Two generous bedrooms and bathrooms and an open plan living, dining and kitchen space. We are close to beautiful Rushcutters Bay Park and the CYCA. Timber floors throughout, aircondtioning, Foxtel and Netflix.

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 Potts Point
4.99 out of 5 average rating, 147 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
Flat in Darling Point
4.93 out of 5 average rating, 107 reviews

Parkfront Modern Rushcutters Bay Retreat w/parking

Parkside Darling Point is a modern 2 bedroom apartment with balcony, parking and air conditioning. It is centrally located, opposite Rushcutters Park and is the perfect location as a Sydney base for both holiday or business. Enjoy dining at home in the gourmet kitchen or only a short distance to some of Sydney's best restaurants, cafes and wine bars. Two queen size beds to suit two couples or a small family, and for those working there are two dedicated desks.

Top guest favourite
A lush garden area features vibrant green grass that gently slopes down towards the tranquil waters of Sydney Harbour. A large tree stands prominently, offering shade. Various boats are anchored in the calm bay, surrounded by the greenery of the shoreline.
Flat in Kurraba Point
4.98 out of 5 average rating, 103 reviews

Harbour View Shellcove

Stunning Harbour-Side Retreat with Jetty Access Welcome to your dream Sydney escape! Nestled in the highly sought-after neighbourhood of Kurraba Point, our charming 2-bedroom apartment offers you the perfect blend of tranquillity and urban convenience. Here, you'll enjoy breathtaking harbour views, direct access to a private jetty, and swift access to the city via a 9-minute ferry. Book your memorable stay today.

Popular amenities for Woollahra apartment rentals

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Avg. price$200 SGD$199 SGD$199 SGD$186 SGD$186 SGD$191 SGD$160 SGD$186 SGD$180 SGD$208 SGD$200 SGD$260 SGD
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Quick stats about flat rentals in Woollahra

  • Total holiday rentals

    Explore 210 holiday rentals in Woollahra

  • Nightly prices starting at

    Woollahra holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,760 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    50 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    190 of Woollahra holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woollahra rentals

  • 4.7 Average rating

    Woollahra stays receive an average rating of 4.7 out of 5 from guests