Holiday rentals in Woolloomooloo

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Top-rated holiday rentals in Woolloomooloo

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Top guest favourite
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.
Serviced apartment in The Rocks
4.96 out of 5 average rating, 333 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

Superhost
The living area features a spacious sectional sofa paired with a modern lounge chair and small side table. Exposed brick walls add character, while large windows frame views of the skyline. A dining table and office desk are visible, surrounded by natural light.
Apartment in Darlinghurst
4.88 out of 5 average rating, 121 reviews

Designer Warehouse Penthouse - Panoramic Views

A one-of-a-kind luxury designer penthouse with panoramic views of the Sydney skyline, in the most perfect central location imaginable. This is a beautiful modern warehouse apartment with high ceilings, lots of natural light, high-end interior design, and quality furniture. It's very quiet, but within a 1 min walk from great cafes, bars & restaurants. You won't find a better location. It's close to the Opera House, Town Hall, Harbour Bridge, Museums, Botanic Gardens and more. Perfect for a couple

Guest favourite
The image presents a panoramic view of Rushcutters Bay, featuring a variety of boats anchored in the water. In the background, city buildings are visible alongside green parks. The scene is enhanced by a clear sky that transitions to a soft gradient.
Flat in Elizabeth Bay
4.94 out of 5 average rating, 208 reviews

Waterfront 1-bedroom home with stunning views

This spacious 58-square-metre apartment offers breathtaking views over glistening Rushcutters Bay, the park, and the marina - perfect for relaxing on your private balcony while watching the boats go by. Surrounded by beautiful parks, vibrant cafés, bars, and restaurants, the apartment is ideally located. You’re within walking distance of Sydney’s most iconic attractions, including the Royal Botanic Gardens, the Opera House, and the Art Gallery of NSW. Street parking permit avail on request.

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 Woolloomooloo
4.93 out of 5 average rating, 134 reviews

Unique studio apartment in 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. 2 guests, any more will be charged on top. No parking for this apartment

Guest favourite
An airy living space is visible, with a cozy sofa and a wooden coffee table. A dining area is showcased, featuring a table with light grey chairs. The space is framed by large glass doors that open to the indoor area, connecting outdoor and indoor living.
Flat in King's Cross
4.91 out of 5 average rating, 126 reviews

New York Style Loft in Sydney

Indulge in urban living at its finest in Woolloomooloo! Our 2-bed, 2-bath New York Style loft offers soaring ceilings, skylights, and indoor-outdoor living. Just minutes from Pitt Street Mall, Potts Point, Woolloomooloo Wharf, and the Opera House, you will find yourself a stones throw away from the city's best restaurants and bars. With a central marble counter for entertaining, it's the epitome of Sydney chic. Easy access to Kings Cross and Town Hall Stations. Book now for a unique city stay!

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.
Flat in Potts Point
4.76 out of 5 average rating, 193 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.

Top guest favourite
A bright living area features comfortable white seating and a wooden side table. Large glass doors reveal a balcony with outdoor seating, while artwork adorns the walls. Natural light fills the room, highlighting the wooden floor and decorative elements.
Guest house in Paddington
4.91 out of 5 average rating, 152 reviews

Stylish Paddington Oasis.

Walking distance to everything with views to the harbour. This stylish apartment is close to Oxford St., Kings Cross, Potts Point is a 10min walk to Allianz Stadium and SCG. Walk to CBD. Fully equipped kitchen, super comfortable adjustable bed. Tasteful Art. Everything you need for a longer stay. Walk through Paddo's fashion shops and famous galleries. Dine at local cafes and pubs. Enjoy the harbour breeze from balcony. Harbour beaches, all your favorite tourist spots are all close by.

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.
Serviced apartment in The Rocks
5 out of 5 average rating, 151 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 favourite
A lounge area features a brown leather sofa paired with a round, light-colored coffee table. Black-and-white framed photographs adorn the wall. A large television sits atop the mantel above a decorative fireplace. A view of the kitchen area can be seen in the background.
Home in Woolloomooloo
4.91 out of 5 average rating, 258 reviews

Harbour Terrace 2BR Central Woolloomooloo

- Harbour side location, easy stroll to cafes and bars ✅ - Free to use full sized tennis and basketball court 1 minute walk with 4 X tennis racquets and Basketball supplied ✅ - Playground for the kids ✅ - Award winning matress' with fresh high quality linen ✅ - Full kitchen with all essentials, coffee, tea etc ✅ - Each bedroom has 32" Smart TV with Netflix ✅ - Washer/Dryer combo with liquid supplied ✅ - Fresh Towels ✅ - Beautiful walkable location close to Opera house and botanic gardens ✅

Guest favourite
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.
Flat in Sydney
4.79 out of 5 average rating, 427 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 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 King's Cross
4.99 out of 5 average rating, 128 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
The modern kitchen showcases light wood cabinetry and a sleek white backsplash. A stainless-steel stove and built-in oven are included. A round dining table with black finish and four wooden chairs is positioned nearby, enhancing the open-plan layout. A glass vase filled with eucalyptus adds a touch of greenery.
Flat in Sydney
5 out of 5 average rating, 113 reviews

Brand New Trendy 1 bedroom pad in Sydney City

This newly built luxury apartment in the World Architecture Award winning Kaz Tower is an exclusive stay experience in an iconic building located in the heart of one of the worlds most exciting cities. The apartment offers an experience that will set your stay apart from the crowd in architecture, comfort, location, attractions and public transport convenience. EARLY CHECK-IN AND LATE CHECKOUT OPTIONS AVAILABLE - if required please confirm availability when booking.

Popular amenities for Woolloomooloo holiday rentals

When is the best time to visit Woolloomooloo?

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Frequently Asked Questions

  • Do apartment rentals in Woolloomooloo have free parking?

    Absolutely! We offer over 50 apartment rentals with free parking in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

  • Are there Woolloomooloo apartment rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 apartment rentals with pools in Woolloomooloo, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Woolloomooloo have a kitchen?

    Absolutely! We offer over 10 condo rentals with a kitchen in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in condo rentals in Woolloomooloo?

    Experience the best of Woolloomooloo with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly house rentals in Woolloomooloo?

    Woolloomooloo has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Are there pet-friendly apartment rentals in Woolloomooloo?

    Four-legged friends are welcome in Woolloomooloo. Choose from more than 30 apartment rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Woolloomooloo?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with wifi, over 30 homes with a kitchen, over 10 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there apartment rentals with a dedicated workspace in Woolloomooloo?

    Yes! Work meets play with ease at over 110 apartment rentals in Woolloomooloo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Do apartment rentals in Woolloomooloo have air conditioning?

    Absolutely! We offer over 180 apartment rentals with air conditioning in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woolloomooloo have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

Quick stats about holiday rentals in Woolloomooloo

  • Total holiday rentals

    Explore 410 holiday rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo holiday rentals start at $39 SGD per night before taxes and fees

  • Verified guest reviews

    Over 19,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    90 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    150 properties have a dedicated workspace

  • Wifi availability

    380 of Woolloomooloo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolloomooloo rentals

  • 4.7 Average rating

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