Holiday rentals with a pool in Woolloomooloo

Find and book unique homes with a pool on Airbnb

Quick stats about holiday rentals with a pool in Woolloomooloo

  • Total holiday rentals

    Explore 60 holiday rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo holiday rentals start at $119 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Woolloomooloo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolloomooloo rentals

  • 4.9 Average rating

    Woolloomooloo stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated rentals with a pool in Woolloomooloo

Guests agree: These homes with a pool are highly rated for location, cleanliness and more.

1 of 1 pages1 / 1
Top Guest favourite
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 Pyrmont
4.99 out of 5 average rating, 258 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!

Guest favourite
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.
Apartment in Darlinghurst
4.82 out of 5 average rating, 149 reviews

Stylish, Spacious, Spectacular Views Parking & Bbq

Beautifully furnished, open plan and newly renovated 2 bedroom apartment with amazing uninterrupted views of the city, harbour and bridge around to Kings Cross/Potts Point. Living areas open onto a wrap around balcony with sun all day. State of the art kitchen with hidden cupboard laundry (washer and dryer). Amazing vista from all living areas and both bedrooms. Balcony is perfect for entertaining or an intimate afternoon cocktail. Or enjoy the pool, spa sauna on the ground floor. Parking.

Top Guest favourite
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 Surry Hills
4.99 out of 5 average rating, 146 reviews

Sensational Hyde Park Oasis • 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 favourite
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, 190 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!

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.
Apartment in Potts Point
4.77 out of 5 average rating, 207 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.

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.
Apartment in Vaucluse
4.97 out of 5 average rating, 120 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

Guest favourite
A well-appointed bedroom features a spacious bed with soft linens and an array of decorative pillows. A textured throw is draped across the bed. An oval mirror reflects natural light, while a window showcases a glimpse of the Sydney Harbour Bridge.
Apartment in Potts Point
4.9 out of 5 average rating, 103 reviews

Harbourview Sydney | Pool + Opera Views

Wake up to breathtaking harbour views from this luxe Potts Point studio. Enjoy the Opera House, Harbour Bridge and NYE fireworks from your window. Featuring designer interiors, hi-speed Wi-Fi, a plush king bed, and a harbour-view pool. Located in the popular, secure block ‘The Macleay’ with lifts and 24/7 security. Steps to Sydney’s best restaurants, cafés, shops, and a short walk to the Botanic Gardens and CBD - perfect for a romantic getaway, solo recharge or stylish city staycation.

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.
Apartment in Surry Hills
4.8 out of 5 average rating, 452 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.
Apartment in Potts Point
4.99 out of 5 average rating, 153 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
Apartment in Surry Hills
4.98 out of 5 average rating, 127 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.

Guest favourite
A rooftop pool with clear blue water provides sweeping views of Sydney's skyline, including notable landmarks such as the Sydney Tower and the bustling harbor. The surrounding area features modern buildings and green spaces, creating a vibrant urban landscape.
Apartment in Potts Point
4.87 out of 5 average rating, 319 reviews

Contemporary Potts Point Apartment with a Rooftop Pool

Large floor-to-ceiling windows welcome the Sydney sunshine in this stylish apartment furnished with chic, modern amenities. On the roof, take in views of Sydney Harbour and the Opera House as you float in the pool or dine on the deck. We're in the centre of Potts Point close to famous restaurants and shops in the area and 12 mins walk on the same street to trains. The studio contains many modern conveniences and gadgets from espresso machine to Google home and Sonos sound.

Top Guest favourite
Guesthouse in St Ives
4.99 out of 5 average rating, 138 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.

Popular amenities for Woolloomooloo rentals with a pool

When is the best time to visit Woolloomooloo?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$318 NZD$315 NZD$267 NZD$242 NZD$230 NZD$242 NZD$233 NZD$259 NZD$271 NZD$279 NZD$293 NZD$351 NZD
Avg. temp24°C24°C22°C20°C17°C14°C14°C15°C17°C19°C21°C23°C

Destinations to explore