
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 ﺩ.ﺇ 220 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.
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, renowned restaurants, & hidden local gems. Start your day with a refreshing dip in the pool, then enjoy a scenic stroll to the Royal Botanic Gardens, CBD, or Opera House. This light-filled 22sqm studio in Potts Point is stylish & thoughtfully designed for comfort, with every detail carefully considered. Perfect for solo travellers, business stays, or couples seeking an R&R Sydney city escape.

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!

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.

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 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.

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.

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

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

Seaforth Harbour View Pool 8 Guests 10min Manly

Darling Harbour Studio - Pool, Spa, Sauna & Gym
Condo rentals with a pool

urban serenity: quiet stay in central Sydney

Waterfront Apartment on a quiet cul-de-sac

Lovely One Bedroom + Study with Infinity Pool

Fantastic Sydney CBD with View

Spacious apartment with huge undercover balcony

Darling Harbour Apart Waterview near ICC and Star

Darling Harbour Breeze with car park

1BR + Parking | Close to Airport | Train & CBD
Other vacation rentals with a pool

Luxury Apartment Overlooking City and Darling Harbour

Potts Point Studio Oasis

Stunning 1bdr w/ Amazing View

Chic City Pad with Leafy Outlook

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

Supreme Sydney Rocks Suite + Spectacular Pool View

EXCLUSIVE SYDNEY CITY HERITAGE APARTMENT

Sensational Hyde Park Oasis | Balcony + Pool & Gym
When is the best time to visit Woolloomooloo?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 687 | ﺩ.ﺇ 679 | ﺩ.ﺇ 577 | ﺩ.ﺇ 518 | ﺩ.ﺇ 499 | ﺩ.ﺇ 485 | ﺩ.ﺇ 503 | ﺩ.ﺇ 558 | ﺩ.ﺇ 584 | ﺩ.ﺇ 602 | ﺩ.ﺇ 632 | ﺩ.ﺇ 757 |
| 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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