
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

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!
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!

Supreme Sydney Rocks Suite + Spectacular Pool View
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 or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape. Note: the balcony and view are located upstairs with the shared pool.
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.

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.

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.

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.

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!
Popular amenities for Woolloomooloo rentals with a pool
House rentals with a pool

Cozy 2 bedrooms Grannyflat with air-con & pool

3 Bedroom home with pool oasis in heart of Bondi

Salty Views on Cross St Bronte

Stylish Townhouse - Pool, Gym, Sauna & City Views

Stunning Tamarama Beach House

Guest House in bush setting with use of pool

The Palms Poolside Stay in Strathfield

Sun drenched Art Deco apart with pool and garden
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

Superb Sydney CBD Rental

Lovely One Bedroom + Study with Infinity Pool

Modern apt in Central Sydney: Harbour Views & Pool

Waterfront Apartment on a quiet cul-de-sac
Other holiday rentals with a pool

Sun-Filled Modern Apartment with Hyde Park Views

Stylish Waterfront Apt-short stroll to Potts Point

The Ultimate Darlinghurst Stay: "Top of the Town"

Harbourview Sydney | Pool + Opera Views

Sunny Studio Escape: Leafy Balcony Views, Pool

Your Luxe Darling Harbour Escape

Luxury Apt with Stunning Harbour Views!

Treetops, King Bed, Car Space (N/A March 26)
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £119 | £118 | £119 | £106 | £101 | £106 | £103 | £114 | £119 | £123 | £129 | £154 |
| 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 £37 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!
Destinations to explore
- Sydney Holiday rentals
- Sydney Harbour Holiday rentals
- Blue Mountains Holiday rentals
- Hunter valley Holiday rentals
- South West Holiday rentals
- Bondi Beach Holiday rentals
- Mid North Coast Holiday rentals
- Canberra Holiday rentals
- Manly Holiday rentals
- Wollongong Holiday rentals
- Central Coast Holiday rentals
- Surry Hills Holiday rentals
- Rentals with outdoor seating Woolloomooloo
- Rentals with breakfast Woolloomooloo
- House rentals Woolloomooloo
- Flat rentals Woolloomooloo
- Waterfront rentals Woolloomooloo
- Rentals with a patio Woolloomooloo
- Fitness-friendly rentals Woolloomooloo
- Pet-friendly rentals Woolloomooloo
- Rentals with a hot tub Woolloomooloo
- Family-friendly rentals Woolloomooloo
- Smoking-friendly rentals Woolloomooloo
- Rentals with a washing machine and dryer Woolloomooloo
- Rentals with pools New South Wales
- Rentals with pools Australia
- Manly Beach
- Tamarama Beach
- Icc Sydney
- Sydney Town Hall
- Chinatown
- Darling Harbour
- Sydney Opera House
- Bronte Beach
- Avalon Beach
- Wollongong Beach
- Terrigal Beach
- The University of Sydney
- Maroubra Beach
- Clovelly Beach
- South Cronulla Beach
- Copacabana Beach
- University of New South Wales
- Sydney Harbour Bridge
- Accor Stadium
- Dee Why Beach
- Qudos Bank Arena
- Newport Beach
- Freshwater Beach
- Bulli Beach
- Things to do Woolloomooloo
- Things to do New South Wales
- Food and drink New South Wales
- Sightseeing New South Wales
- Nature and outdoors New South Wales
- Art and culture New South Wales
- Sports activities New South Wales
- Tours New South Wales
- Things to do Australia
- Sports activities Australia
- Food and drink Australia
- Tours Australia
- Nature and outdoors Australia
- Art and culture Australia
- Sightseeing Australia
- Entertainment Australia






