
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 $100 AUD 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.

Stylish Sydney CBD Oasis with Top Floor Views & Rooftop Pool
Unwind in this stylish, sunny inner-city space with an amazing eastern view of Sydney from large windows spanning one side of this modern studio apartment. Recently refurbished with a hint of luxury, find all amenities: quality bed linen, a luxurious queen size bed, large bathroom, a range of complimentary toiletries; full kitchen along with a Nespresso machine, organic tea, free Wi-Fi, Netflix and other comforts of home. Stay in the heart of Sydney's vibrant CBD, walking distance to Opera House, Art Gallery, Sydney Tower, Royal Botanic Gardens and much more. Geographically, Hyde Park Plaza is centrally located in Sydney CBD, walking distance to the Opera House, Darling Harbor, Circular Quay to name a few. Not your usual studio apartment, this cosy apartment is spacious with a large bathroom, walk in robe and study area. Enjoy the view out of the large windows that run across the whole apartment. Really, this is truly is a 'little oasis in a big city'! The apartment is light filled and airy with a hint of luxury. It is designed and equipped for couples, solo adventurers business travellers - really, it is set up for you, Airbnb visitors. You will find it ideally positioned on the corner of Oxford and College Street, only minutes from Museum train station. Discover Sydney on foot! Walk to many of Sydneys iconic attractions including the Opera House! Also you will be close to Museum station and busses to take you easily to areas of Sydney like Bondi. There are all types of cafes and restaurants near by as well as very good grocery stores. Downstairs within the building, there is even a good Thai restaurant. Check the street view to see how central this location is within the city. Using a lift, you will be staying on the top floor of the building which is the same level as the pool and gym. Our overall aim is to ensure you enjoy the apartment and our beautiful city as much as we do. It has everything you will need for a comfortable stay and is professionally cleaned to a high standard for some hours before each guest. If there is something we can do to make your stay more enjoyable, we are not too far away. Check in and check out times are flexible with availability, just contact us and we will do our best to work something out for you. **KEY FEATURES** LIVING ROOM ++ Ducted Air Conditioning / Hot and Cold ++ Free WiFi internet ++ LCD TV ++ DVD player and a selection of DVD's ++ Box of playing cards ++ Some books to browse ++ Light filled windows ++ New block out roller blinds with sheer curtains KITCHEN ++ Renovated with a stone bench top and fully equipped ++ Kettle, tea, organic coffee, organic sugar, ++ Espresso coffee machine with a selection of pods ++ Full fridge and freezer ++ Electric stove with 4 burners ++ Oven ++ Microwave ++ Cutlery, utensils, posts, pans, oil, condiments etc. ++ Hand soap, dishwashing liquid, sponge, tea towel ++ Dishwasher, dishwasher tablets ++ Table and chairs SLEEPING AREA ++ Quality large queen-size bed ++ Quality linen and four pillows ++ Bed side table and lamp ++ Humidifier with essential oil STUDY/WORK SPACE AREA ++ Stone bench top desk ++ Telephone USB charging cables for iPhone or Galaxy phones ++ Velvet chair with pillow ++ Stationary, pens, pencils, note paper WALK IN ROBE WITH A DOOR ++ Hangers and drawer system ++ Luggage rack ++ Tefal iron ++ Ironing board ++ Cloths drying rack ++ Umbrellas ++ Extra blanket BATHROOM ++ Spacious bathroom ++ Full-size walk in standing shower ++ Toilet ++ Renovated ++ Selection of bathroom towels, hand towels, face towels and bath matt ++ Hair dryer ++ Selection bathroom amenities, shampoo, conditioner, body wash, body lotion, hand soap, hand lotion, sun screen protection, makeup remover wipes, cotton balls, tissues. ++ Bandaids and disinfectant ++ Washing detergent ++ Stain remover ++ Non slip shower matt ++ Basket to place your washing into LAUNDRY ++ On the mezzanine level of the building you will be able to access the laundry room and use the machines (coin operated, to date, all you need is 2 x $2.00 to operate each machine). Guests have access to everything shown in the images or mentioned above. Your suggestions of Cours are always welcome on how we can improve this holiday apartment. Whilst staying the apartment take advantage of going up to the pool area even if you aren't keen on swimming. You will find the view up there absolutely breathtaking! For those of you wanting to keep fit, there is also a gym. Please read and respect my house rules. We would love to meet and greet you and then stay out of your way. Please let us know what time you expect to arrive to our apartment so that we can arrange a time to meet you:). We will always do our best to be flexible with your check-in time. Please understand if you let us know last minute on the day, there is a possibility of a delay in your check-in time as we plan in advance our schedule..... hence, please be patient:) There may also be occasions where you may need to collect keys from concierge. Wake up in the heart of Sydney, step out and walk to explore Sydney's attractions like The Opera House, Art Gallery, Sydney Tower, Royal Botanic Gardens, Darling Harbour, China Town or Sydney Convention Centre. Walk to trains, buses or ferries to reach Manly, Bondi Beach or The Blue Mountains. Experience quality near-by cafes, restaurants & enjoy the atmosphere of a cocktail-bar, nightclub or our Casino. Then relax at the rooftop pool to marvel at the city view or take a work-out at the gym. Museum station is only minutes of walking distance away. You can use it to visit any other part of Sydney quickly. In fact, you can take a train from the airport, get out at Museum Train Station and then walk a couple of minutes to reach the apartment. The train ride takes around 13 minutes. If however, you prefer to take a taxi, the taxi will take approximately 20 minutes (between $45 to $60 depending on traffic). Buses are your other option to travel around Sydney. There are several options and depending on where you would like to go, the bus stops are again only a short walk. The 'INSTANT-BOOK' function is enabled so you can make a booking straight away if your dates are available. Please refer to the Airbnb listing calendar for availability of the home. If dates are blocked out, that means they have been taken. PLEASE NOTE: If a party or any type of gathering which would exceed the maximum number of guests is held within the apartment, your booking will be cancelled. You will be escorted off the premises, and no refund will be given.
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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.
ValueFamilyAccess
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!
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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
FamilyValueSolo travel

urban serenity: quiet stay in central Sydney
Welcome to your perfect Sydney getaway! Located in the vibrant heart of the city, our stylish apartment offers a blend of comfort, convenience, and luxury, making it the ideal base for both business and leisure travelers.This beautiful apartment features open-plan living, contemporary furnishings, and large windows that flood the space with natural light. Whether you’re unwinding after a day of exploring or catching up on work, the space is designed for both relaxation and productivity.
LocationFamilyWi-Fi

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.
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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
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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.
FamilyValueQuiet

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.
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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.
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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.
ValueLocationShared spaces

World Class Villa HarbourView Private Beach Manly
Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!
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Popular amenities for Woolloomooloo rentals with a pool
House rentals with a pool

Poolside oasis - outdoor living at its best
LocationFamilyNearby

Cozy 2 bedrooms Grannyflat with air-con & pool
LocationValueParks

Gladesville By The Water
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Gordons Bay Vista
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3 Bedroom home with pool oasis in heart of Bondi
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Salty Views on Cross St Bronte
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4 BR, Peaceful, Centrally located family retreat
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Mona Vale Get Away
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Condo rentals with a pool

Darling Harbour Breeze with car park
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Quiet Living•Family Friendly•Netflix•Free Parking
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Beautiful One Darling Harbour Apt
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Stylish 1BR suite with City-view & Balcony
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Rosebery 2BR| Free Parking | 8 min to Woolworths
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Large mid city one bedroom condo
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Modern apt in Central Sydney: Harbour Views & Pool
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Sunny 1 Bedroom City Apartment with Rooftop Pool
ValueLocationTV
Other holiday rentals with a pool

Potts Point Studio Oasis
ValueLocationSolo travel

Spa Serenity Cottage with Private Pool & Spa
LocationValueAmenities

World Class location+Pool, Spa+Harbour Bridge View
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Luxury Woolloomooloo waterfront
FamilyLocationPets

Sky High@ Surry Hills 1 Bdrm /Walk to the City
LocationValueComfort

Central l Pool l Rooftop Harbour Views
ValueLocationLong stay

Luxury Apartment Overlooking City and Darling Harbour
LocationFamilyPool

Sensational Hyde Park Oasis • Balcony • Pool & Gym
LocationFamilyAccess
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $267 AUD | $264 AUD | $224 AUD | $203 AUD | $193 AUD | $203 AUD | $195 AUD | $217 AUD | $227 AUD | $234 AUD | $245 AUD | $294 AUD |
| 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 |
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- Darling Harbour
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