
Holiday rentals with a pool in Woolloomooloo
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Woolloomooloo
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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

Darlinghurst Sky Pool Apartment - Views & Comfort
>> LONG-TERM bookings available << This vibrant apartment with a rooftop pool is an idyllic retreat in Darlinghurst. Both stylish and considered, this humble and light-filled unit has practical and luxurious fittings to ensure your stay is nothing less than comfortable. Moments from the city and surrounded by trendy bars and cafes the location is perfect! There’s no better way to unwind than with a relaxing afternoon in the rooftop pool, with views of Sydney CBD, Harbour Bridge and Opera House.

Stunning Unit City Harbour Views + Parking +BBQ
Beautifully designed and styled, open plan kitchen/lounge/dining with wrap around balcony facing north west, attracting the sun all year round. 2 stunning bathrooms. White washed floor boards throughout, painted in neutral colours creating a natural summer relaxed feel. The mood lighting enhances the night view/ambience of the apartment. State of the art kitchen, marble bench top, fabulous breakfast bar. Panoramic views of the City, Harbour Bridge, Sydney Harbour, Kings Cross, Potts Point.

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!
Chic Potts Point Studio – Sydney’s Hidden Gem Stay
Wake up in the heart of one of Sydney’s most vibrant neighbourhoods, surrounded by award-winning cafés, trendy restaurants and hidden local gems. Begin your morning with a refreshing dip in the outdoor pool before strolling to the Royal Botanic Gardens, CBD or Opera House. This light-filled 22sqm Potts Point studio is stylish, modern and designed for comfort, with every detail thoughtfully considered. Perfect for solo travellers, business trips or couples seeking a relaxing Sydney city escape.

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

Iconic Sydney Views
A newly renovated studio apartment, with iconic Sydney views of The Harbour Bridge, The Opera House and Harbour. With a queen sized bed, my apartment is perfect for a couple, a solo traveller or business person, looking for accommodation that is beautiful, clean, convenient and with unparalleled comfort. Located in the heart of Potts Point you are moments away from all of Sydney's attractions and local hotspots. The perfect place for your stay in Sydney! (No Parking available on site)

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.

Designer studio apartment with rooftop pool
This light filled designer one bedroom is situated in the heart of Potts Point, one of Sydney's most vibrant dining precincts. Stylish furniture and art make for a perfect stay here in the iconic Harry Seidler building. The uninterrupted views of Sydney's iconic Harbour Bridge and Opera House are unparalleled. The rooftop pool, bar and lounge areas are the perfect space for entertaining and relaxing after a day exploring Sydney.

Chic Sydney Stay: Water Views & Rooftop Pool
Discover Sydney in style! Experience our hotel-style room in Elizabeth Bay, a harbour-view haven in prestigious real estate. Enjoy the sun-drenched rooftop pool, gourmet cafes, and scenic parkland. With an unbeatable location & luxurious amenities, this apartment, featuring quirky décor adding a touch of elegance, is the perfect base for exploring Sydney's vibrant cityscape. Book now for urban charm, comfort, and convenience!

Light Filled Studio On Trendy & Vibrant Macleay St
Stylish naturally lite studio in the center of chic Macleay Street. With well renowned restaurants and cafes at your door step this makes for a great place to stay. Just a short walk to Hyde Park, CBD and the astounding sites of Sydney Harbour this studio offers a magnificent lifestyle experience for those seeking a stylish stay in the heart of what is unquestionably one of the world's foremost entertainment precincts.

Prime location 180° Sydney Views
This apartment is located in Sydney's Paris end of Potts Point. It is private, sun-filled, North-West aspect, views to Woolloomooloo Bay, Sydney skyline, Opera House and Harbour Bridge. It is an easy walk to Kings Cross Station, The Royal Botanical Gardens, Sydney CBD, and Potts Point's vibrant night life and restaurants. The building has lush garden surroundings and a rooftop sundeck with a 360° Harbour View pool.
Popular amenities for Woolloomooloo rentals with a pool
House rentals with a pool

Cozy 2 bedrooms Grannyflat with air-con & pool

Spacious 4BR Waterfront House w/pool in Sth Coogee

Salty Views on Cross St Bronte

3 Bedroom home with pool oasis in heart of Bondi

Stylish Townhouse - Pool, Gym, Sauna & City Views

Guest House in bush setting with use of pool

The Palms Poolside Stay in Strathfield

Manly Hidden Gem: Stunning House next Manly Creek
Apartment rentals with a pool

Renovated Apartment in "Top of The Town" + Pool

Quiet Living•Family Friendly•Netflix•Free Parking

Beautiful One Darling Harbour Apt

Stylish 1BR suite with City-view & Balcony

1 bed apartment with pool in heart of Surry Hills

Lovely One Bedroom + Study with Infinity Pool

Modern apt in Central Sydney: Harbour Views & Pool

Darling Harbour Apart Waterview near ICC and Star
Other holiday rentals with a pool

Stylish Waterfront Apt-short stroll to Potts Point

Paddington Oasis. Terrace + Pool Near Bondi & CBD.

The Ultimate Darlinghurst Stay: "Top of the Town"

Your Luxe Darling Harbour Escape

Sydney CBD Apt near QVB

Luxury Apt with Stunning Harbour Views!

Sydney 2BR/2BA Apt Walk to Town Hall QVB Westfield

Treetops, Car Space, King Bed
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | € 134 | € 133 | € 134 | € 120 | € 114 | € 120 | € 116 | € 128 | € 134 | € 116 | € 137 | € 132 |
| Avg. temp | 24°C | 24°C | 22°C | 20°C | 17°C | 14°C | 14°C | 15°C | 17°C | 19°C | 21°C | 23°C |
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 € 42 per night before taxes and fees

Verified guest reviews
Over 3,180 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space & child-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
60 of Woolloomooloo holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woolloomooloo rentals

4.8 Average rating
Woolloomooloo stays are highly rated by guests – averaging 4.8 out of 5!
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