Vacation rentals with a pool in Woollahra

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Top-rated rentals with a pool in Woollahra

Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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Top guest favorite

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 Sydney

4.99 out of 5 average rating, 223 reviews

Luxury Apartment Overlooking City and Darling Harbour

Feel the excitement of being only an elevator ride away from harbour-side activities. Admire walls filled with edgy and captivating art, and unwind on a comfy leather couch. Have nightcaps on the balcony and sleep in bedrooms with city skyline and Harbour views. We know you will feel at home with super comfortable modern light and cozy bedrooms, with built-in wardrobes and TVs. Google Chrome is also available on the Main TV in the lounge room. I'm sure you'll love coming back and unwinding after a day or night of enjoying everything Sydney offers. You'll not want to leave!

Top guest favorite

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

4.98 out of 5 average rating, 184 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 shared rooftop pool reflects the clear blue sky, overlooking the iconic skyline of Sydney. The view captures the Sydney Harbour, including landmarks like the Harbour Bridge, with sunlight illuminating the water's surface, creating a bright and inviting atmosphere.

Apartment in Potts Point

4.76 out of 5 average rating, 190 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.

Superhost

A serene pool area is surrounded by lush greenery, featuring a clear blue water surface. Wooden decking extends around the pool, offering space for relaxation. The backdrop includes modern apartment balconies, enhancing the inviting atmosphere of the communal outdoor space.

Apartment in Elizabeth Bay

4.84 out of 5 average rating, 194 reviews

Elizabeth Bay Marina Apartment

Beautiful sun lit apartment nestled in the vibing Elizabeth Bay. Bright green foliage in every room & Harbour views. Premium bedding & designer toiletries. German white goods, as well as professional cooking appliances. Hair dryer, straighteners, curling wands. Stunning sanctuary pool with entertaining area. 1 car spot, Lift access & metres walk to Macleay st, King Cross Station, as well as Elizabeth Bay Marina. Apple TV with all streaming app subscriptions. Security building with intercom.

Top guest favorite

An indoor swimming pool is featured, surrounded by elegant architectural details and intricate patterns. Large windows provide natural light and scenic views of the city. The water is crystal clear, reflecting the ornate ceiling and stylish decor, creating a serene setting for relaxation.

Apartment in The Rocks

5 out of 5 average rating, 136 reviews

Supreme Sydney Rocks Suite + Spectacular Pool

Wake up to Sydney’s harbourside magic. Step into the heart of The Rocks - moments to our panoramic Circular Quay and the breathtaking Opera House. Walk to George Street or Barangaroo where Sydney's best bars & restaurants are all waiting to be experienced. Find in house dining or stroll to public transport for ferries to visit Manly, Watsons Bay or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape encircled by world-class amenities and iconic landmarks.

Guest favorite

A communal rooftop pool reflects the clear blue sky, with panoramic views of the ocean and surrounding area. The pool area is surrounded by a safety railing, providing a spacious deck for relaxation and enjoyment of the scenic backdrop.

Apartment in Bondi

4.84 out of 5 average rating, 217 reviews

Pacific Views Bondi

Entire private bright Ocean facing studio apartment with extended ocean views. Enjoy a Comfortable sleep on new mattress topped with quality bedding. Fully equipped kitchen. Bathroom with everything you need to have a great shower and quality cotton towels supplied. In walking distance to iconic Bondi Beach. Great location for your stay in Sydney, most sights reachable by bus from right outside the building. Great international eateries in walking distance. communal rooftop pool access.

Guest favorite

A scenic view of Sydney Harbour is captured from the apartment, showcasing the sparkling water dotted with sailboats. The image includes a glimpse of the building's swimming pool, framed by modern architecture and greenery.

Apartment in Elizabeth Bay

4.92 out of 5 average rating, 714 reviews

Iconic Sydney Views

A newly renovated studio apartment, with iconic Sydney views of The Harbour Bridge, The Opera House and Harbour. With a queen sized bed, my apartment is perfect for a couple, a solo traveller or business person, looking for accommodation that is beautiful, clean, convenient and with unparalleled comfort. Located in the heart of Potts Point you are moments away from all of Sydney's attractions and local hotspots. The perfect place for your stay in Sydney! (No Parking available on site)

Superhost

A rooftop area features a hot tub surrounded by wooden decking and glass railings. The pool is illuminated by warm lighting, providing a relaxing ambiance. Views of the cityscape are visible in the background, enhancing the overall setting.

Apartment in Sydney

4.78 out of 5 average rating, 413 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 favorite

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.

Apartment in King's Cross

4.99 out of 5 average rating, 120 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.

Superhost

A well-maintained exterior of a private residence is shown, featuring neatly trimmed hedges and tall conifer trees flanking a staircase. The white walls of the building contrast with the green foliage, while decorative balconies and large windows create a welcoming facade.

Guesthouse in Vaucluse

4.82 out of 5 average rating, 131 reviews

Apartment set in garden of elegant Vaucluse home.

Private apartment set in large garden of elegant Vaucluse home, a short stroll to cafes and shops, close to harbour beaches and on a bus route. Apartment is totally private and very quiet with own entrance. It comes with fully equipped kitchen. It also has a Nespresso coffee machine, with complimentary teas and coffee. The apartment has all mod cons including reverse cycle air conditioning, TV, Bluetooth speaker, wifi and a good hairdryer!

Top guest favorite

A charming stone cottage is framed by well-maintained greenery and landscaped gardens. The exterior features a corrugated metal roof and two stone chimneys. Pathways lead to the entrance, enhancing the inviting atmosphere of the tranquil setting.

Guesthouse in Saint Ives

4.99 out of 5 average rating, 102 reviews

"Lalapanzi" A piece of heaven in a Garden of Eden

Super clean modern comfortable accommodation.....whisper quiet and private. Whether you are looking for a relaxing stay in beautiful surroundings or on a two night stay business trip with easy access to transport (ideal for Macquarie Park), this cottage is ideal. * NOTE 1. PLEASE, NO CHILDREN 2. ABSOLUTELY NO SMOKING ($450 cleaning fee applies) 3. VISITORS OF OUR GUESTS ARE LIMITED TO 2

Top guest favorite

A serene outdoor pool area is visible, featuring lounge chairs arranged around the pool's edge. A vibrant umbrella provides shade. The harbor and city skyline create a scenic backdrop, with boats dotting the water under a clear blue sky.

Apartment in Elizabeth Bay

4.92 out of 5 average rating, 196 reviews

Self Contained Chic & Cozy Hotel Studio Apartment

Ivy and Marty invite you to stay in the heart of Potts Point village, one of Sydney's trendiest and most coveted locations. This newly renovated self-contained studio apartment offers stunning harbour views, equipped with an ensuite bathroom and kitchenette fitted out with two burner hotplate and all that you need to make your stay independent (if that is what you wish).