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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 £44 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 & child-friendly amenities

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wifi availability

    70 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.

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Guest favourite
A spacious balcony is presented, featuring modern outdoor seating and ornamental plants. Expansive views of the city skyline are visible in the background, with notable buildings and greenery adding to the backdrop under a clear blue sky.
Flat in Darlinghurst
4.82 out of 5 average rating, 149 reviews

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.

Top guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Apartment in Mosman
4.98 out of 5 average rating, 195 reviews

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!

Superhost
A stylish living area is showcased, featuring a comfortable leather couch and a unique coffee table. Large windows provide sweeping views of the Sydney skyline, while a wooden cabinet and decorative lamp add character to the space. A ceiling fan completes the modern atmosphere.
Flat in Potts Point
4.77 out of 5 average rating, 209 reviews

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.

Guest favourite
A well-appointed bedroom features a spacious bed with soft linens and an array of decorative pillows. A textured throw is draped across the bed. An oval mirror reflects natural light, while a window showcases a glimpse of the Sydney Harbour Bridge.
Flat in Potts Point
4.91 out of 5 average rating, 107 reviews

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.

Top guest favourite
A panoramic view of the Sydney skyline is showcased, with tall modern buildings and the iconic Sydney Tower visible. Lush green trees in Hyde Park provide a vibrant contrast to the urban landscape, creating a harmonious connection between nature and city life.
Flat in Surry Hills
4.81 out of 5 average rating, 471 reviews

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

Top guest favourite
A modern living space showcases a well-furnished area with a comfortable lounge chair, small side table, and a textured rug beneath. A stylish kitchen is visible in the background, illuminated by soft lighting. Green plants add a fresh touch near the window, enhancing the vibrant atmosphere.
Flat in Potts Point
4.99 out of 5 average rating, 164 reviews

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.

Guest favourite
Flat in Darlinghurst
4.85 out of 5 average rating, 988 reviews

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.

Top guest favourite
Flat in Surry Hills
4.98 out of 5 average rating, 133 reviews

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.

Top guest favourite
A rooftop pool with clear blue water provides sweeping views of Sydney's skyline, including notable landmarks such as the Sydney Tower and the bustling harbor. The surrounding area features modern buildings and green spaces, creating a vibrant urban landscape.
Flat in Potts Point
4.87 out of 5 average rating, 329 reviews

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.

Superhost
Flat in Darlinghurst
4.77 out of 5 average rating, 158 reviews

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.

Guest favourite
The studio features a cozy sleeping area with a spacious bed adorned with textured bedding. Natural light floods in from large glass doors that open to a private patio filled with greenery and sunflowers, enhancing the serene ambiance.
Flat in Potts Point
4.82 out of 5 average rating, 184 reviews

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.

Top guest favourite
The living area features large windows offering views of the Sydney skyline and the Harbour Bridge. A comfortable seating arrangement includes a sofa, a television, and a minimalist dining table with chairs. Natural light fills the space, enhanced by neutral decor and a plush rug.
Flat in Potts Point
4.98 out of 5 average rating, 121 reviews

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

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