Vacation rentals with a pool in Woolloomooloo

Apartment in Darlinghurst

An open-plan living and dining area features a marble-topped table surrounded by elegant white chairs. Natural light floods the space through expansive floor-to-ceiling windows, highlighting the wooden floorboards and providing a view of the surrounding landscape.

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.

4.9 out of 5 average rating, 186 reviews

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.

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.

4.95 out of 5 average rating, 123 reviews

Condo in Wynyard

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.

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.

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.

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.

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.

Apartment in Darlinghurst

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.

4.85 out of 5 average rating, 988 reviews

4.98 out of 5 average rating, 133 reviews

Apartment in Surry Hills

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.

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.

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.

Apartment in Darlinghurst

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.

4.77 out of 5 average rating, 159 reviews

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.

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.

A panoramic view of the sparkling harbor is captured, featuring a collection of sailboats positioned on the calm water. Lush greenery and modern buildings frame the scene, under a clear blue sky with scattered clouds, highlighting the vibrant coastal atmosphere.

4.79 out of 5 average rating, 212 reviews

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.

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.

4.98 out of 5 average rating, 122 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

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.83 out of 5 average rating, 159 reviews

A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.

Home in Seaforth

World Class Villa HarbourView Private Beach Manly

4.92 out of 5 average rating, 333 reviews

A comfortable sofa adorned with decorative cushions sits against a stone wall. A large framed black-and-white photograph hangs above. A neutral-color vase with dried flowers is positioned on a nearby table, complemented by a stack of magazines.

Home in Fairlight

Fairlight Maison

4.8 out of 5 average rating, 406 reviews

The living area features large glass windows that offer views of the water and surrounding greenery. A modern black sectional sofa and sleek chairs are arranged around a circular glass coffee table, which is adorned with a floral centerpiece and magazines.

Home in Gladesville

Gladesville By The Water

4.89 out of 5 average rating, 122 reviews

The exterior area features a well-maintained lawn surrounded by decorative shrubs and a pathway leading to the swimming pool. Wooden decking is visible adjacent to the pool area, providing an inviting space for outdoor relaxation. The property is framed by two residential buildings and vegetation.

Home in Baulkham Hills

Cozy 2 bedrooms Grannyflat with air-con & pool

5.0 out of 5 average rating, 29 reviews

A bright and inviting dining area features a large table paired with two chairs. Custom window seats with cushions provide a comfortable spot to relax. Natural light floods the space through large windows, offering views of greenery and neighboring buildings.

Home in Potts Point

Sun drenched Art Deco apart with pool and garden

4.96 out of 5 average rating, 83 reviews

An aerial view captures the modern, minimalistic design of the free-standing home. The outdoor area features a pool surrounded by sun loungers and seating, with glass panels enhancing natural light. Lush greenery frames the property, contributing to a serene atmosphere.

Home in Bronte

Salty Views on Cross St Bronte

5.0 out of 5 average rating, 6 reviews

Home in Pyrmont

Darling Harbour Studio - Pool, Spa, Sauna & Gym

4.89 out of 5 average rating, 38 reviews

Home in Balmain

Stylish Townhouse - Pool, Gym, Sauna & City Views

Condo rentals with a pool

4.98 out of 5 average rating, 195 reviews

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.

Condo in Mosman

Absolute Harbourfront Apartment with Fabulous Panoramic Views

4.92 out of 5 average rating, 215 reviews

A modern living area features large floor-to-ceiling windows providing expansive views of Darling Harbour and the city skyline. A comfortable white leather sofa is positioned around a glass coffee table on a stylish rug, while a television is mounted on the wall.

Condo in Pyrmont

Darling Harbour Apart Waterview near ICC and Star

4.92 out of 5 average rating, 224 reviews

A modern kitchen area features sleek cabinetry and a gas stove. A circular dining table with white chairs is positioned beside a comfortable seating area that contains a light grey sofa. Large windows allow natural light to fill the space.

Condo in Wynyard

Lovely One Bedroom + Study with Infinity Pool

4.85 out of 5 average rating, 367 reviews

A panoramic view captures the scenic shoreline and vibrant urban landscape, including lush greenery and notable buildings. The azure sky contrasts beautifully with the water, framing the thriving city below, including glimpses of the harbour and distant structures.

Condo in Sydney

Fantastic Sydney CBD with View

4.92 out of 5 average rating, 192 reviews

A cozy living space features a light-colored sectional sofa paired with a decorative pillow. A small side table is positioned nearby, while two modern bar stools complement the kitchen area in the background. Natural light brightens the room through a window, enhancing its open layout.

Condo in Surry Hills

Spacious apartment with huge undercover balcony

4.93 out of 5 average rating, 117 reviews

A bright and airy living space is featured, with sunlight streaming in through large glass doors that open to a balcony. A round dining table with colorful chairs is positioned in the center, surrounded by light wooden flooring and minimalistic decor.

Condo in Haymarket

Darling Harbour Breeze with car park

4.9 out of 5 average rating, 103 reviews

A modern living space is featured, highlighted by a glass vase filled with red roses positioned on a table. A large flat-screen TV and a full-length mirror are visible, while soft furnishings promote a relaxing atmosphere, enhanced by the natural light streaming through sheer curtains.

Condo in Wolli Creek

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

4.87 out of 5 average rating, 113 reviews

An open-plan living space features a comfortable gray sofa and a glass dining table surrounded by four chairs. The kitchen is equipped with light-colored cabinets and stainless steel appliances. Large sliding glass doors provide access to a balcony, allowing natural light to fill the room.

Condo in Rosebery

Rosebery 2BR| Free Parking | 8 min to Woolworths

Other vacation rentals with a pool

4.84 out of 5 average rating, 524 reviews

Chic Potts Point Studio – Sydney’s Hidden Gem Stay

Apartment in Elizabeth Bay

Stylish Harbourside Apartment in Elizabeth Bay

4.82 out of 5 average rating, 214 reviews

4.81 out of 5 average rating, 471 reviews

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.

Apartment in Surry Hills

Stunning View, Modern, Heart of City

4.98 out of 5 average rating, 270 reviews

A spacious living area features a comfortable leather couch and a geometric coffee table. Bright wall art adds a modern touch, while large glass doors provide access to a balcony overlooking the city skyline. A television is mounted on a sleek entertainment unit.

Apartment in Pyrmont

Luxury Apartment Overlooking City and Darling Harbour

4.96 out of 5 average rating, 130 reviews

A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.

Apartment in Vaucluse

Stunning 1bdr w/ Amazing View

5.0 out of 5 average rating, 187 reviews

An indoor pool area is framed by large glass panels, offering a view of the iconic Sydney Harbour Bridge. Comfortable seating is positioned nearby, allowing for relaxation while enjoying the scenery. The space features elegant columns and subtle greenery, creating a soothing atmosphere.

Apartment in The Rocks

Supreme Sydney Rocks Suite + Spectacular Pool View

4.9 out of 5 average rating, 324 reviews

A panoramic view captures the bustling skyline of Sydney, featuring tall buildings and distinctive architecture. The vibrant colors of flags line the waterfront, and the iconic Sydney Tower stands tall against a clear blue sky, complementing the serene water below.

Apartment in Pyrmont

Sydney Darling Harbour Sydney Views