
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 $91 SGD 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 & 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

4.9 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.

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.
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!

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

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

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.

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.

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.

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.

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!

Potts Point Studio Oasis
Escape to vibrant Potts Point in our cozy studio on Macleay St ~ Casa Ela. Discover comfort, style, and convenience with a rare private patio steps from trendy cafes, iconic dining, and charming streets. Enjoy your exclusive studio with a kitchenette, high-speed Wi-Fi, rooftop pool and secure access. Experience Sydney's best, nestled in the Parisian end of Potts Point! Please note, we do not offer luggage storage or on-site parking at the property.

Stylish Harbourside Apartment in Elizabeth Bay
Family-friendly Elizabeth Bay apartment with harbour views, pool & secure parking. Bright sunlit interiors with greenery in every room, premium bedding & full kitchen with German appliances. Enjoy Apple TV, high-speed WiFi & lift access in a secure building. Steps to Elizabeth Bay Marina, Macleay Street cafés & Kings Cross Station for easy Sydney access. Perfect for families wanting comfort, safety & convenience by Sydney Harbour.
Popular amenities for Woolloomooloo rentals with a pool
House rentals with a pool

Coastal Zen Oasis with Saltwater Pool & Hot Tub

Poolside oasis - outdoor living at its best

Cozy 2 bedrooms Grannyflat with air-con & pool

Gladesville By The Water

Beautiful house in Sylvania Waters

Gordons Bay Vista

Salty Views on Cross St Bronte

4 BR, Peaceful, Centrally located family retreat
Apartment rentals with a pool

Darling Harbour Breeze with car park

Quiet Living•Family Friendly•Netflix•Free Parking

Stylish 1BR suite with City-view & Balcony

Rosebery 2BR| Free Parking | 8 min to Woolworths

Luxe Darlinghurst, King Bed, Pool, Rooftop, Sauna

Modern apt in Central Sydney: Harbour Views & Pool

Sunny 1 Bedroom City Apartment with Rooftop Pool

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

Sydney Darling Harbour Sydney Views

Cozy Open-Plan Studio With Pool Access Near Wharf

Luxury Woolloomooloo waterfront

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

Absolute Best Location - Inner City Luxury Heaven.

Luxury Apartment Overlooking City and Darling Harbour
Chic Potts Point Studio – Sydney’s Hidden Gem Stay

Stylish Sydney CBD Oasis with Top Floor Views & Rooftop Pool
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $242 SGD | $239 SGD | $203 SGD | $184 SGD | $175 SGD | $184 SGD | $177 SGD | $197 SGD | $206 SGD | $212 SGD | $222 SGD | $266 SGD |
| 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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- Sydney Town Hall
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