
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.

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!

Harbour Views from a Modern Retreat
Newly Renovated studio apartment in the heart of Potts Point with stunning Harbour views. Walking distance to some of Sydney's best attractions and an easy 8 min walk to Kings Cross Train Station. Beautifully appointed, you will have access to free Wi-Fi, the new kitchen with cooking facilities, washer & dryer and the building's stunning pool! The space works for solo adventurers and business travellers, with the comfortable queen sized bed making it perfect for couples. (No Parking on site)
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.

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

Inner City Superb Cozy Studio
30% OFF FOR 21 NIGHTS OR MORE! *Length of stay discounts are automatically applied. If the discount does not automatically apply, please let us know. This oversized studio in the central CBD, short stroll to Darling Harbour, QVB, Coles CBD, public transport, Westfield shopping mall, restaurants and cafes, pubs. Specious open plan layout, gourmet kitchen with utensils, high speed WiFi, bathroom, washing machine and dryer, large built in wardrobe, outdoor heated swimming pool, equipped Gym.

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.

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

'ISLA' South Coogee

Spacious 4BR Waterfront House w/pool in Sth Coogee

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

Bundeena Base Art House Sea View Solar Heated Pool

The Palms Poolside Stay in Strathfield
Condo 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

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

Iconic views from Potts Point Studio

Sunny Studio Escape: Leafy Balcony Views, Pool

Your Luxe Darling Harbour Escape

Sydney CBD Apt near QVB

Luxury Apt with Stunning Harbour Views!

Treetops, King Bed, Car Space (N/A March 26)

Studio Apartment Elizabeth Bay Potts Point

Modern Loft + Pool, Gym, Aircon, Balcony
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $266 NZD | $264 NZD | $266 NZD | $238 NZD | $226 NZD | $238 NZD | $229 NZD | $254 NZD | $266 NZD | $274 NZD | $288 NZD | $345 NZD |
| 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 $84 NZD 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 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

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