
Holiday 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.

Fairlight House
Beautifully decorated and is equipped with everything you'd need for a home away from home stay. There are two bedrooms with queen size beds. Separate living room with a cosy fireplace and dinning room for 6 people. A charming study with a small daybed, a desk and printer. Well equipped kitchen good enough for any chefs. Sunny balcony off the master bedroom to sit and enjoy a cup of coffee. A plunge pool with sunbed in the rear courtyard garden for soaking up the sun or alfresco entertaining & relaxation. We provide luxurious bedding linen, Egyptian Cotton bath towels, high end bathroom amenities including a hairdryer. Unfortunately we do not provide beach towels and we don't have a BBQ. There is a Nespresso Coffee machine in the kitchen and we provide a few coffee pods to get you started but you will have to purchase the additional pods at our local supermarket, Coles. Instant coffee and a small selection of tea are there for you to use of course. Guests will have access to the entire house by themselves. Guests will have full privacy. The house is conveniently located within a 10-20 minute walk of the famous Manly Beach precinct, home to a multitude of trendy cafes, restaurants, and boutiques. In addition, there's easy access to outdoor activities, such as bushwalking and surfing. If you don't want to do the 10-20mins walk to Manly, there is a local free bus shuttle (Hop Skip & Jump Bus) that takes you to directly to Manly Beach and Manly ferry. The bus stops right across the street in front of the house and comes around every 30mins. To go into the city there is also a public bus stop just around the corner but we suggest you take the scenic ferry ride across the Harbour into Sydney and you'll be in the heart of Sydney's tourist attractions. If you have a car you can park on the street in front of the house. There is always plenty of parking available. Fairlight La Maison is a terrace house on 3 levels so there are steep narrow stairs which might not be suitable for young children not used to stairs and elderly people. We have a gas fireplace. There is a Nespresso machine but only a sample of pods will be provided to get you started. If you would like use the Nespresso Coffee machine then you will need to buy extra coffee pods at the local supermarket. We don't have a BBQ. You will also need to bring your own beach towels as we do not provide beach towels at the house. We don't own a cat but our neighbours do. Nero is the black cat and Oscar is the grey marble cat. They are super friendly cats and often wander into the house if the doors and windows are left open. If you are allergic to cats we suggest you don't allow them in the house.

World Class location+Pool, Spa+Harbour Bridge View
A snapshot is worth a thousand words, but experiencing these panoramic views of Sydney in person is priceless! Experience SYDNEY THROUGH OUR EYES From sunrise painting the sky with hues of pink and purple, to ferries gliding beneath the Sydney Harbour Bridge, vibrant locals that bring the night to life, this is just a glimpse into the magic that awaits outside our doors. Wake up to some of Sydney’s most iconic treasures right outside your window, and let the city's beauty unfold before your eyes
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!

Stunning 1bdr w/ Amazing View
Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Spa Serenity Cottage with Private Pool & Spa
This is a Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours, no one else shares these spaces. Just so you’re aware, we live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Please respect the neighbourhood while you are listening to your music and keep the noise down. Your retreat is fully private, we absolutely respect that.

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)

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.

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.

Luxury Garden Cottage Retreat - Romantic & Restful
Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Stylish and Comfortable Bushland Retreat Close to the City
Listen to the kookaburras and lorikeets from this bright and airy renovated apartment with garden and bush views from all windows. Warm and cosy in the winter, in the warmer months be sure to enjoy the heated pool. This lovely little apartment offers a beautiful natural and peaceful escape. There is also a generous size swimming pool, BBQ area and garden for guests to enjoy. Breakfast supplies are provided including fruit, yogurt, cereal, bread and eggs .

Stylish Harbourside Apartment in Elizabeth Bay
Family-friendly Elizabeth Bay apartment with harbour views, pool & secure parking. Bright sunlit interiors with greenery in every room, premium bedding & full kitchen with German appliances. Enjoy Apple TV, high-speed WiFi & lift access in a secure building. Steps to Elizabeth Bay Marina, Macleay Street cafés & Kings Cross Station for easy Sydney access. Perfect for families wanting comfort, safety & convenience by Sydney Harbour.

Chic Sydney Stay: Water Views & Rooftop Pool
Discover Sydney in style! Experience our hotel-style room in Elizabeth Bay, a harbour-view haven in prestigious real estate. Enjoy the sun-drenched rooftop pool, gourmet cafes, and scenic parkland. With an unbeatable location & luxurious amenities, this apartment, featuring quirky décor adding a touch of elegance, is the perfect base for exploring Sydney's vibrant cityscape. Book now for urban charm, comfort, and convenience!
Popular amenities for Woollahra rentals with a pool
House rentals with a pool

Cozy 2 bedrooms Grannyflat with air-con & pool

Collaroy Luxe Pool House

Tranquil Coogee Retreat with large backyard & pool

Victoria - Luxury Family Home With Pool Near Beach

'ISLA' South Coogee

Spacious 4BR Waterfront House w/pool in Sth Coogee

Stunning Tamarama Beach House

Wylie's House Coogee I90
Condo rentals with a pool

Darling Harbour Sweet Home with Car Park

Quiet Living•Family Friendly•Netflix•Free Parking

Beautiful One Darling Harbour Apt

Lovely One Bedroom + Study with Infinity Pool

Modern apt in Central Sydney: Harbour Views & Pool

Sunny 1 Bedroom City Apartment with Rooftop Pool

Darling Harbour Apart Waterview near ICC and Star

Fantastic Sydney CBD with View
Other holiday rentals with a pool

Quiet, stunning and peaceful unit in Darling Point

Executive Studio near city and beaches

Iconic Harbour view from Potts Point studio

Luxury Woolloomooloo waterfront

Bondi Beach Waves Beachfront Apartment

One Darling Waterfront City View

Treetops, King Bed, Car Space

Harbour Bridge View 1BR | Free Parking | Near CBD
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $221 AUD | $227 AUD | $224 AUD | $187 AUD | $172 AUD | $168 AUD | $142 AUD | $182 AUD | $179 AUD | $236 AUD | $226 AUD | $220 AUD |
| 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 |
Quick stats about holiday rentals with a pool in Woollahra

Total holiday rentals
Explore 70 holiday rentals in Woollahra

Nightly prices starting at
Woollahra holiday rentals start at $29 AUD per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space and kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Woollahra holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Woollahra rentals

4.8 Average rating
Woollahra stays are highly rated by guests—averaging 4.8 out of 5!
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