Vacation rentals in Woolloomooloo

4.98 out of 5 average rating, 53 reviews

A private outdoor space is highlighted by a black lounge chair positioned next to a large potted plant. The area offers a clear view of greenery in the distance, complemented by a bright blue sky.

Townhouse in Banksmeadow

Free City Parking*/3Levels Near Airport/Beach/City

☆Great for exploring all Sydney City has to offer during the day & night! ☆Great for families with children ☆FREE SYDNEY City CBD Parking** ☆15mins drive to city centre ☆Comfortable accommodation with a great outdoor area Close to ●AIRPORT Domestic4.6km(9min drive) ●AIRPORT International8km(11min drive) ●SYDNEY Opera House11km(14min drive) ●Maroubra Beach4.2km(11min drive) ●UNSW5km(11min drive) ●Coogee Beach6.8km(14min drive) ●La Perouse Beach6.8km(12min drive) ●Centennial Park8km(13min drive)

4.94 out of 5 average rating, 90 reviews

A spacious living area features a comfortable light-colored sofa facing large floor-to-ceiling windows that showcase views of Sydney Harbour and the city skyline. A modern coffee table sits in front, accompanied by a decorative plant and minimalistic decor.

Apartment in Kirribilli

World-class Sydney Harbour View-SuperHost

Welcome to your beautiful 2-bedroom 1 bathroom apartment with free parking + SuperHost Stunning views overlooking Sydney Harbour. Located in Kirribilli, short 5-minute walk from Milsons Point train station and Milsons Point ferry, offering direct access to Circular Quay and the city in just 1 stop Please note; STRICTLY NO PARTIES OR SOCIAL GATHERINGS. This is a quiet building. Any breech will result in immediate eviction. If you think you may be noisy after 10pm please choose another listing

4.87 out of 5 average rating, 115 reviews

A tranquil oceanfront swimming pool is situated beside rocky shoreline, with gentle waves lapping at the stones. A vibrant orange and pink sky reflects the sunset, enhancing the serene ambiance of the coastal landscape.

Apartment in Bondi Beach

Stylish & Bright ~ 5* Location ~ 200m to the Sand!

Relax in the modern and comfy 2BR 1Bath apartment nestled in a vibrant neighbourhood a few steps away from the sun-soaked and sandy Bondi Beach. It offers a relaxing getaway and a perfect base to explore majestic beaches, restaurants, shops, attractions, and Sydney landmarks. Attractive design, proximity to the beach, and a great amenity list will satisfy your every need. ✔ 2 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Smart TV ✔ High-Speed Wi-Fi Learn more below!

4.95 out of 5 average rating, 21 reviews

An elegant entryway showcases a sweeping staircase with intricate wrought-iron railings. Natural light fills the space from large windows, illuminating the polished marble floors. A decorative rug adds warmth to the inviting atmosphere, with glimpses of a billiard table seen in the adjacent room.

Home in Seaforth

Endless family entertainer 6km Manly Beach, Cafe,

Long or short stay. Welcome to your harborside sanctuary in a private and peaceful Seaforth near Manly Beach. Our home offers filtered Middle Harbor views, modern amenities, and elegant interiors, with minutes to CBD, Manly Beach, Balmoral Beach, Mosman's Taranga Zoo, cafes & restaurants, perfect for a memorable stay with a playground, and a park across the road for families. With multiple living spaces, oversized 4 bedrooms, and Free high-speed Wi-Fi, relax with your family and friends.

Apartment in North Sydney

A modern kitchenette is equipped with essential appliances, including a microwave and a kettle. Light-colored cabinets are complemented by a compact refrigerator and a toaster. A cozy lounge area is visible in the foreground, with a blue couch and natural light streaming in from the window.

4.79 out of 5 average rating, 139 reviews

Charming 1 bedroom, park adjacent. city 5 minutes

This newly renovated apartment has everything for a comfortable stay. A cozy space with a separate bedroom featuring AC and heating, plus a kitchenette and lounge area with dining table. The bathroom is large and modern, with luxury Leif toiletries and a huge walk-in closet. We’ve provided all you may need, including towels, linen, cutlery, a Nespresso machine, and complimentary hotel-style cleaning with linen changes for stays longer than 7 days. Just 2 minutes' walk to the Sydney Metro

4.92 out of 5 average rating, 13 reviews

Home in Sylvania

Sydney Waterfront Retreat

Welcome to our stunning waterfront retreat, a unique and tranquil getaway. This charming house offers amazing views, direct beach access, and a serene atmosphere perfect for relaxation. Take it easy in the inviting living area, cook in the fully-equipped kitchen, and rest in the comfortable bedrooms. Unwind on the balcony, savor the sunrise or sunset. Ideal for families, couples, or solo adventurers, our home is your perfect escape. Book now for an unforgettable waterfront experience!

4.84 out of 5 average rating, 330 reviews

An overlook is framed by naturally sculpted rock formations. Smooth surfaces and stacked stones create a unique architectural feature, leading the eye toward the serene ocean and cloudy sky beyond. The coastline is visible through the openings, enhancing the connection to the surrounding nature.

Apartment in Kurnell

Waterfront on Botany Bay.

Waterfront self contained apartment private entrance and courtyard. Large bedroom bathroom/laundry, walk in wardrobe, Fully functioning kitchen with modern facilities. Lounge room with TV and DVD, glass frontage with panoramic views across Botany Bay to Sydney city skyline . 5 min to National Park. A great place to relax or to base your adventures. We have travelled extensively ourselves and love meeting and getting to know new friends. Options to use Kayaks. PET FRIENDLY

4.85 out of 5 average rating, 20 reviews

A private bathroom features a sitting area with a natural wood counter and a round stone sink. A potted plant adds a touch of greenery next to the toilet, while a mirror reflects the space. Soft lighting enhances the simple, clean design.

Apartment in Manly

Cosy Manly studio

This studio apartment provides an excellent base for a stay in beautiful Manly. - Queen bed. - Breakfast bar with views to Reef Beach and Dobroyd Head. - A well equipped kitchen (inc. induction cooktop and oven) allowing guests to prepare their own meals, or a pleasant stroll in to the numerous cafes and restaurants of Manly. - Private bathroom with shower - Stair access required to reach apartment This apartment is suitable for up to 2 adults only.

Apartment in Millers Point

The image showcases the silhouette of a modern skyscraper against a sunset backdrop, with hues of orange, pink, and purple illuminating the sky. The foreground includes water reflecting the colors, and construction cranes indicate ongoing developments nearby.

4.83 out of 5 average rating, 6 reviews

Waterfront - Designer Curated @ The Rocks Sydney

Enjoy the sweeping water views of Sydney Harbour and Barangaroo on the balcony. Stay in Sydney's heritage protected homes that has it's history beautifully restored to life and filled with contemporary interior design flare, while enjoying the creature comforts of the new renovation, airconditioning, high end appliances and designer quality furnishings. Enjoy majestic views of the sunset from your porch. Barangaroo metro station is 5 minutes walk away.

4.9 out of 5 average rating, 241 reviews

An open plan living area connects seamlessly to the outdoor deck through glass sliding doors. Comfortable seating and a dining area are visible, alongside a fully equipped kitchen. Two sun lounges with light blue cushions are positioned on the deck, inviting relaxation.

Apartment in Bundeena

Waterfront Apartment & Garden

With amazing ocean/water views & access to quiet Gunyah Beach this superb, newly renovated private home offers 2 bedrooms, 2 bathrooms, large living/kitchen area leading onto deck, BBQ, lawn & beach. Explore, swim, snorkel, paddle or sun bake right out the front. Easy access to the village, restuarants, ferry & Royal National Park. Cronulla is a quick ferry ride away - not that you'll want to leave beautiful Bundeena. We are dog friendly with approval.

4.83 out of 5 average rating, 6 reviews

A hanging chair crafted from woven material is suspended from a curved white frame, positioned on a spacious patio. Potted plants add greenery, while a sweeping view of the coastal landscape extends in the background under a clear blue sky.

Home in Allambie Heights

The Sunrise Retreat Family Getaway

Family Friendly Pet Friendly Coastal Retreat: Your Family's Dream Vacation Home Welcome to The Sunrise Retreat, your dream holiday escape! This stunning home offers the perfect blend of luxury and family-friendly living, boasting good proportions and family friendly furnishings throughout. Nestled in a prime location, and enjoying an elevated position you'll enjoy sweeping coastal panoramas from St Patricks Manly Freshwater Curl Curl around to Dee Why.

4.95 out of 5 average rating, 164 reviews

A well-appointed bedroom features a spacious bed with textured bedding and decorative pillows. Large windows provide a view of the waterfront, allowing natural light to fill the room. A small table with green plants and a cozy seating area can be seen in the background.

Apartment in Manly

Manly Holiday Harbour Waterfront

Rare waterfront location with unsurpassed views of the Manly Harbour. Harbour Waterfront is nestled in a quiet cul-de-sac only 10 minutes walk from the Manly ferry pier and central Manly. Enjoy all Manly has to offer—cafes, restaurants, activities, beaches, and more—then retreat to your sanctuary on the waterfront. Comfortably appointed, it is truly your home away from home: a place to rest and rejuvenate. We look forward to welcoming you soon!

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Popular amenities for Woolloomooloo vacation rentals

Kitchen

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Pool

Free parking on premises

Air conditioning

Stay near Woolloomooloo's top sights

Darling Harbour892 locals recommend

Hyde Park374 locals recommend

Royal Botanic Garden Sydney985 locals recommend

Art Gallery of New South Wales891 locals recommend

Queen Victoria Building (QVB)355 locals recommend

Circular Quay518 locals recommend

Other great vacation rentals in Woolloomooloo

4.85 out of 5 average rating, 91 reviews

A modern kitchen is showcased with sleek white cabinetry and a dark granite countertop. A small dining space is highlighted by a white bar stool. The room is illuminated by overhead lighting, and a window provides natural light.

Apartment in Dee Why

Cosy escape

4.97 out of 5 average rating, 66 reviews

A stylish outdoor dining area is set on a balcony, featuring a dark rectangular table paired with two chairs. A metal wine cooler sits alongside two glasses, while a vibrant green plant adds a touch of nature against a backdrop of distant ocean views and overcast skies.

Condo in Dee Why

Luxury 2 bedroom Apartment Ocean & Golf Views

5 out of 5 average rating, 23 reviews

A modern open-plan living space offers a view of the coast through large windows. A wooden dining table is set for gatherings, surrounded by cross-back chairs. Contemporary seating is positioned nearby, with a wood-burning stove visible in the corner, enhancing the room's warmth.

Home in Bundeena

coastal retreat

4.82 out of 5 average rating, 91 reviews

A light, airy space features a gray upholstered armchair set against a backdrop of brick walls. Sheer white curtains filter natural light, while a small green potted plant adds a touch of nature to the serene corner.

Apartment in Surry Hills

Newly Renovated Studio

4.97 out of 5 average rating, 34 reviews

A spacious living area features a large light-coloured rug beneath a glass coffee table. Comfortable seating arrangements include a sectional sofa and armchairs. Natural light fills the room through multiple windows, and a modern entertainment unit displays a flat-screen television.

Home in Bundeena

Lilly Pilly House, Bundeena

Home in Fairfield Heights

A modern kitchen features white cabinetry and a marble countertop with a minimalistic design. Stainless steel appliances, including a refrigerator and dishwasher, are present. Natural light enters through a window above the sink, and a small potted plant adds a touch of greenery.

4.78 out of 5 average rating, 32 reviews

Luxurious Home in Heart of Western Sydney

4.95 out of 5 average rating, 82 reviews

A light-filled lounge area features a comfortable gray sofa and a wooden sideboard. A large window offers expansive views of Sydney's skyline and surrounding greenery. A television sits atop the sideboard, while a large indoor plant adds a touch of nature.

Apartment in Cremorne

Awesome Sydney views. 1 stylish bed + parking.