Family-friendly holiday rentals in Woolloomooloo

Serviced apartment in The Rocks

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.

4.96 out of 5 average rating, 338 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

4.99 out of 5 average rating, 121 reviews

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.

Flat in Darlinghurst

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!

4.93 out of 5 average rating, 137 reviews

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

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

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.

4.92 out of 5 average rating, 133 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!

Serviced apartment in The Rocks

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.

5 out of 5 average rating, 154 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.

4.99 out of 5 average rating, 303 reviews

Syd City Penthouse, panoramic City & 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.

4.92 out of 5 average rating, 265 reviews

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

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 ✅

4.85 out of 5 average rating, 938 reviews

The bedroom features a spacious bed with decorative pillows and a black throw blanket. A dark wood dresser adds character, complemented by an array of books and essentials. A geometric rug lies beneath, and mirrored accents enhance the sense of space. Soft lighting from bedside lamps creates a cozy ambiance.

Flat in Sydney

Central l Pool l Rooftop Harbour Views

My “small” one bedroom apartment is centrally located to every area of the inner city, sprinkled with cafes, parks, bars and restaurants. This 1930's art deco building has a lift and an amazing rooftop terrace with pool and fantastic views of Sydney harbour. If you have an early flight you’re welcome to drop off your luggage earlier and make use of the shower and bathroom in my massage studio next door in 502. This service is also available for luggage storage after check out.

4.87 out of 5 average rating, 247 reviews

The studio features a plush bed with neutral bedding, set against a backdrop of light-colored walls. A small dining table with chairs sits nearby, and large glass doors open to a private outdoor patio, allowing natural light to enhance the cozy ambiance.

Flat in Potts Point

SN9 - Studio w kitchen, laundry, near bus to city

Cozy and cheerful studio in the heart of hip and affluent Potts Point to be the perfect home base for your Sydney adventure - Quiet ground floor studio at rear of a small apartment complex - FREE onsite parking (height clearance 1.85m) - Easy self check-in after 3PM - Early luggage drop-off (on request) - NO Airbnb service fee as we'll cover this portion - Private outdoor patio - FAST free Wi-fi - Walking distance to bus & train station - Ideal for short stays

A modern kitchen is showcased, featuring sleek white cabinetry and a smooth countertop. Arched windows frame views of brick buildings outside, allowing natural light to illuminate the space. A small potted plant is placed on the counter, adding a touch of greenery.

4.91 out of 5 average rating, 116 reviews

Apartment in Potts Point - Central Location

Stay in "Studio 21", a well-located studio apartment in the heart of Potts Point, one of Sydney's most vibrant & trendy central neighbourhoods. 25 minute walk to Opera House & Circular Quay. 5 minute walk to Kings Cross Station Easy commute to Town Hall, Central Station, Opera House, Darling Harbour, & Bondi Beach Amazing city views at end of the street Hundreds of great bars & restaurants are at your door including The Butler, Apollo & Fratelli Paradiso.

4.85 out of 5 average rating, 142 reviews

A spacious studio is revealed through French doors, featuring a queen bed dressed in deep blue linens. Two bedside lamps provide soft lighting beside the bed. A small desk and chair are positioned against the wall, near a bookshelf and a large window with a view.

Flat in Paddington

Tranquil courtyard studio, close to city

Discover a tranquil oasis in the heart of bustling Paddington. This spacious studio apartment opens through expansive French doors onto your own private courtyard. Oxford Street and South Dowling are within walking distance, but you'll wake to only bird song in this charming garden retreat. Cafes, boutiques and galleries are a stroll away, and nearby bus routes will get you to the best of Sydney's beaches.

A modern studio features a spacious bed adorned with crisp linens, complemented by decorative pillows. A small round table with a vase of orchids and a remote is positioned nearby, adding a touch of elegance. A piece of artwork hangs above the bed, contributing to the room's aesthetic.

4.91 out of 5 average rating, 416 reviews

Beautiful studio minutes to city centre !

Very comfortable modern 24 Sqm (258sq feet) studio 3 minutes walk to Kings Cross station transport beaches and city all at your doorstep. Walking distance to city parks and beaches and surrounded by great cafes and restaurants gym etc Easy 15 minute walk to the city centre * Strictly no smoking in studio or common property Please note: No Air conditioning just electric fan. *No parking

Popular amenities for Woolloomooloo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.91 out of 5 average rating, 222 reviews

An indoor heated pool is visible, featuring a mosaic wall design with colorful fish. Large windows allow natural light to fill the space, enhancing the tranquil atmosphere. Comfortable seating is arranged nearby, providing a relaxing area for guests.

Flat in The Rocks

Opera House, Habour Bridge views, Sauna, Pool, Gym

4.79 out of 5 average rating, 433 reviews

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

Stunning View, Modern, Heart of City

4.87 out of 5 average rating, 380 reviews

Flat in Milsons Point

Kirribilli Harbour Bridge Apt w/ Pool & Parking

4.97 out of 5 average rating, 100 reviews

A waterfront view captures the tranquil waters and lush greenery of the area. The image features a blend of historic and modern buildings along the shoreline, with boats gently navigating the river. Clear skies and distant city skyline elements complete the serene landscape.

Flat in The Rocks

Spectacular Suite, Bridge & Water views, The Rocks

A spacious balcony is presented, featuring modern outdoor seating and ornamental plants. Expansive views of the city skyline are visible in the background, with notable buildings and greenery adding to the backdrop under a clear blue sky.

4.82 out of 5 average rating, 147 reviews

Stylish, Spacious, Spectacular Views Parking & Bbq

4.97 out of 5 average rating, 184 reviews

An outdoor terrace is displayed, featuring a large seating area with a sofa and various armchairs. A wooden coffee table sits at the center, surrounded by potted greenery. The space offers views over the city skyline, with a patterned outdoor rug adding texture.

Flat in Surry Hills

Penthouse Living in the Heart of Surry Hills

Superhost

A spacious living area features large windows that provide ample natural light and panoramic views of the city. A comfortable green sofa is positioned beside a round coffee table, with decorative cushions adding texture. A dining table sits nearby, complemented by a potted plant.

Flat in The Rocks

4.94 out of 5 average rating, 101 reviews

Worldclass location w/ pool, sauna & gym

4.96 out of 5 average rating, 691 reviews

The view from the apartment displays a mix of historical and modern architecture along Kent Street. Red brick buildings contrast with the more contemporary structures in the background. The street below features cars and pedestrians, illustrating an active urban environment.

Flat in Wynyard

▀▄▀▄▀▄▀ ★ SYDNEY CBD PAD ★ ▀▄▀▄▀▄▀

Family- and pet-friendly home rentals

4.98 out of 5 average rating, 148 reviews

A covered outdoor area features two wicker chairs set on a wood deck, inviting relaxation. A view into the interior reveals a spacious dining table surrounded by modern chairs, illuminated by soft overhead lighting.

Guest suite in Wahroonga

Rainforest Tri-level Townhouse.

4.87 out of 5 average rating, 179 reviews

A light and airy corner of the studio features a seamlessly integrated kitchenette with modern cabinetry. A decorative leaf motif adorns the wall, complemented by a potted plant on a slim shelving unit. Natural light filters through the sheer curtains, enhancing the inviting space.

Guest house in Earlwood

Leafy riverside oasis on Wanstead Reserve

Guest suite in Freshwater

An outdoor terrace is visible, featuring a wooden table set for dining alongside comfortable seating and a plush daybed. A large BBQ grill is positioned nearby, and expansive glass doors provide a view into the light-filled interior of the studio.

4.96 out of 5 average rating, 164 reviews

Studio cottage close to the beach

4.96 out of 5 average rating, 113 reviews

A bright living area features rattan seating arranged around a glass table. Large windows and double doors lead to a balcony, allowing natural light to fill the space. Light-colored walls enhance the openness, while indoor plants add a touch of greenery.

Flat in Surry Hills

Ultra convenient location #1

4.92 out of 5 average rating, 197 reviews

A modern kitchen area features sleek cabinetry and a gas stove. A circular dining table with white chairs is positioned beside a comfortable seating area that contains a light grey sofa. Large windows allow natural light to fill the space.

Apartment in Wynyard

Lovely One Bedroom + Study with Infinity Pool

4.89 out of 5 average rating, 133 reviews

A living area features a soft blue sofa and a round coffee table atop light wood flooring. Large glass doors open to a secluded patio with outdoor seating, shaded by an umbrella. Natural light floods the space, accentuated by potted greenery visible outside.

Home in Erskineville

Cosy home close to Sydney’s CBD and Newtown

4.76 out of 5 average rating, 302 reviews

A cozy studio space features a queen-sized bed with plush white bedding, situated against a backdrop of textured walls. A round dining table with four wrought iron chairs is positioned in front of a smart TV, providing a functional and inviting atmosphere.

Bungalow in Willoughby

beautiful private garden studio in sydney

4.93 out of 5 average rating, 168 reviews

A cozy living space features a light-colored sectional sofa paired with a decorative pillow. A small side table is positioned nearby, while two modern bar stools complement the kitchen area in the background. Natural light brightens the room through a window, enhancing its open layout.

Apartment in Surry Hills

Spacious apartment with huge undercover balcony

Family-friendly home rentals with a pool

Superhost

4.75 out of 5 average rating, 150 reviews

Ultimately located Modern City Apartment + Parking

A heated swimming pool is highlighted, surrounded by green trees and lounge chairs. Two umbrellas provide shade along the poolside. The area is open and airy, allowing natural light to reflect off the water’s surface. A staircase leads to a lower seating area.

4.83 out of 5 average rating, 23 reviews

Absolute Best Location - Inner City Luxury Heaven.

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.

Flat in Darlinghurst

4.83 out of 5 average rating, 126 reviews

Darlinghurst Sky Pool Apartment - Views & Comfort

4.98 out of 5 average rating, 44 reviews

Flat in Wynyard

Sydney CBD Apt near QVB

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.

4.99 out of 5 average rating, 133 reviews

Stunning One Bedroom Art Deco Apartment

4.96 out of 5 average rating, 24 reviews

A view between sleek, modern panels reveals the Sydney skyline, including the Sydney Tower. The foreground includes a calm water feature, surrounded by greenery that adds to the urban landscape.

Flat in Darlinghurst

Designer building city fringe & resort facilities

4.84 out of 5 average rating, 108 reviews

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.

Flat in McMahons Point

Cosy Stays @ Sydney Harbour |Pool|Views|Parking

An open living space features a combination of leather armchairs and a wood rocking chair. Natural light floods through large glass doors that connect to an outdoor terrace surrounded by greenery. A sleek dining table sits adjacent to a minimalist sideboard against the wall.