
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 70 holiday rentals in Woolloomooloo

Nightly prices starting at
Woolloomooloo holiday rentals start at $85 AUD per night before taxes and fees

Verified guest reviews
Over 3,220 verified reviews to help you choose

Family-friendly holiday rentals
20 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 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, Spacious, Spectacular Views Parking & Bbq
Beautifully furnished, open plan and newly renovated 2 bedroom apartment with amazing uninterrupted views of the city, harbour and bridge around to Kings Cross/Potts Point. Living areas open onto a wrap around balcony with sun all day. State of the art kitchen with hidden cupboard laundry (washer and dryer). Amazing vista from all living areas and both bedrooms. Balcony is perfect for entertaining or an intimate afternoon cocktail. Or enjoy the pool, spa sauna on the ground floor. Parking.
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Luxury Apartment Overlooking City and Darling Harbour
Experience the best of Sydney, with the harbour, iconic attractions, restaurants and nightlife just an elevator ride away. Relax in a stylish apartment with contemporary artwork, a leather lounge and a private balcony overlooking the sparkling city lights. Wake to stunning harbour and skyline views from the light-filled bedrooms, each with a TV and built-in wardrobe. Google TV is available in the lounge. I’m sure you’ll love returning after a day exploring Sydney. You may never want to leave!
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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!
ValueFamilyCheckout

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.
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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
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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.
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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 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.
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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.
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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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Ultimately located Modern City Apartment + Parking
The magic spot for visiting Sydney city! This light filled and comfortable modern apartment is so close to the city but also perfectly positioned on its fringe. Whether for work or pleasure, you can easily explore all of the cities main attractions, shopping and night life whilst also being able to explore the vibrant city fringe culture only meters away. Within minutes walk to major train stations and main bus routes at your door step, transport is easily accessible.
FamilyValueKitchen

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

Cozy 2 bedrooms Grannyflat with air-con & pool
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Gladesville By The Water
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Darling Harbour Studio - Pool, Spa, Sauna & Gym
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Victoria - Luxury Family Home With Pool Near Beach
LocationFamilyCleanliness

3 Bd home with pool and fireplace heart of Bondi
FamilyLocationHospitality

Salty Views on Cross St Bronte
LocationFamilySleep quality

Stylish Townhouse - Pool, Gym, Sauna & City Views
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Stunning 3 br home near beach with pool and sauna
ValueLocationHospitality
Condo rentals with a pool

Darling Harbour Breeze with car park
ValueFamilyIndoor spaces

Quiet Living•Family Friendly•Netflix•Free Parking
ValueFamilyNearby

Stylish 1BR suite with City-view & Balcony
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Rosebery 2BR| Free Parking | 8 min to Woolworths
ValueLocationWalkability

Dreamy Nautical Nook
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Lovely One Bedroom + Study with Infinity Pool
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Modern apt in Central Sydney: Harbour Views & Pool
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Darling Harbour Apart Waterview near ICC and Star
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Other holiday rentals with a pool

Potts Point Studio Oasis
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Stylish Harbourside Apartment in Elizabeth Bay
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Stunning View, Modern, Heart of City
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Sky High @ Surry Hills 1 Bdrm /Walk to the City
LocationValueWi-Fi

Resort Style Apt with View & Car Space
ValueFamilyWi-Fi

Penthouse Living in the Heart of Surry Hills
FamilyValueTV

Top location city skyline one bedroom apartment
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▀▄▀▄▀▄▀ ★ SYDNEY CBD PAD ★ ▀▄▀▄▀▄▀
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When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | June | July | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $264 AUD | $261 AUD | $222 AUD | $199 AUD | $192 AUD | $186 AUD | $193 AUD | $215 AUD | $224 AUD | $231 AUD | $243 AUD | $291 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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