
Vacation rentals with a pool in Woolloomooloo
Find and book unique homes with a pool on Airbnb
Quick stats about vacation rentals with a pool in Woolloomooloo

Total vacation rentals
Explore 70 vacation rentals in Woolloomooloo

Nightly prices starting at
Woolloomooloo vacation rentals start at €52 per night before taxes and fees

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

Family-friendly vacation rentals
20 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Woolloomooloo vacation 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.

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.

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.

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.

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.

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.

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.

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.

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.

Prime location 180° Sydney Views
This apartment is located in Sydney's Paris end of Potts Point. It is private, sun-filled, North-West aspect, views to Woolloomooloo Bay, Sydney skyline, Opera House and Harbour Bridge. It is an easy walk to Kings Cross Station, The Royal Botanical Gardens, Sydney CBD, and Potts Point's vibrant night life and restaurants. The building has lush garden surroundings and a rooftop sundeck with a 360° Harbour View pool.
Popular amenities for Woolloomooloo rentals with a pool
House rentals with a pool

World Class Villa HarbourView Private Beach Manly

Fairlight Maison

Gladesville By The Water

Cozy 2 bedrooms Grannyflat with air-con & pool

Sun drenched Art Deco apart with pool and garden

Salty Views on Cross St Bronte

Darling Harbour Studio - Pool, Spa, Sauna & Gym

Stylish Townhouse - Pool, Gym, Sauna & City Views
Condo rentals with a pool
Absolute Harbourfront Apartment with Fabulous Panoramic Views

Darling Harbour Apart Waterview near ICC and Star

Lovely One Bedroom + Study with Infinity Pool

Fantastic Sydney CBD with View

Spacious apartment with huge undercover balcony

Darling Harbour Breeze with car park

1BR + Parking | Close to Airport | Train & CBD

Rosebery 2BR| Free Parking | 8 min to Woolworths
Other vacation rentals with a pool
Chic Potts Point Studio – Sydney’s Hidden Gem Stay

Stylish Harbourside Apartment in Elizabeth Bay

Stunning View, Modern, Heart of City

Luxury Apartment Overlooking City and Darling Harbour

Stunning 1bdr w/ Amazing View

Supreme Sydney Rocks Suite + Spectacular Pool View

Sydney Darling Harbour Sydney Views

EXCLUSIVE SYDNEY CITY HERITAGE APARTMENT
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | €161 | €160 | €135 | €122 | €117 | €114 | €118 | €131 | €137 | €141 | €148 | €178 |
| 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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