
Vacation rentals with a pool in Woollahra
Find and book unique homes with a pool on Airbnb
Top-rated rentals with a pool in Woollahra
Guests agree: these homes with a pool are highly rated for location, cleanliness, and more.

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

Sensational Hyde Park Oasis w/Balcony, Pool & Gym
Unwind in our stylish CBD oasis - a newly renovated modern studio apartment in the heart of Sydney. This sunny inner-city sanctuary features luxury amenities including a queen bed with quality linens, chic bathroom with complimentary toiletries, washing machine, full kitchen, Nespresso machine, tea, free Wi-Fi, and Netflix. Enjoy amazing Oxford Street views while being in walking distance to the Opera House, Art Gallery, Sydney Tower, and Royal Botanic Gardens. Perfect for your Sydney stay!
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!
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, trendy restaurants and hidden local gems. Begin your morning with a refreshing dip in the outdoor pool before strolling to the Royal Botanic Gardens, CBD or Opera House. This light-filled 22sqm Potts Point studio is stylish, modern and designed for comfort, with every detail thoughtfully considered. Perfect for solo travellers, business trips or couples seeking a relaxing Sydney city escape.

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

Supreme Sydney Rocks Suite + Spectacular Pool View
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.

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.

Bondi studio, separate bathroom & pool
The studio is above the garage, separate from the house, with its own entrance. There's a toilet cubicle and sink in the studio, while your private bathroom with shower and another toilet is downstairs, accessed via the outside staircase. Starter supplies of tea, coffee, milk and sugar are provided. We're 10-15 minutes' walk from Bondi Junction train station, with several bus routes nearby. Close to beaches, Bondi Junction shopping and transport hub, bars, restaurants.

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!

Pacific Views Bondi
Bright ocean-facing private studio with sweeping views. Enjoy a comfortable sleep on a new mattress with quality bedding, a fully equipped kitchen, and a bathroom stocked with essentials and cotton towels. Just a short walk to iconic Bondi Beach, with buses outside the building for easy access to Sydney’s sights and plenty of international eateries nearby. The building also has a communal rooftop pool (closed until February 15th).

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

Bondi House of the Sun ISYD

'ISLA' South Coogee

Salty Views on Cross St Bronte

3 Bedroom home with pool oasis in heart of Bondi

Stunning Tamarama Beach House

Bundeena Base Art House Sea View Solar Heated Pool

Sun drenched Art Deco apart with pool and garden
Condo rentals with a pool

Renovated Apartment in "Top of The Town" + Pool

Quiet Living•Family Friendly•Netflix•Free Parking

Beautiful One Darling Harbour Apt

Stylish 1BR suite with City-view & Balcony

1 bed apartment with pool in heart of Surry Hills

Lovely One Bedroom + Study with Infinity Pool

Modern apt in Central Sydney: Harbour Views & Pool

Waterfront Apartment on a quiet cul-de-sac
Other vacation rentals with a pool

Stylish Waterfront Apt-short stroll to Potts Point

Paddington Oasis. Terrace + Pool Near Bondi & CBD.

Iconic views from Potts Point Studio

Quiet, stunning and peaceful unit in Darling Point

Luxury Woolloomooloo waterfront

Casa Bondi - AC/Pool/Designer Style

Bondi Studio 5 - rooftop pool

Treetops, Car Space, King Bed
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ562 | ﺩ.ﺇ577 | ﺩ.ﺇ569 | ﺩ.ﺇ474 | ﺩ.ﺇ437 | ﺩ.ﺇ426 | ﺩ.ﺇ360 | ﺩ.ﺇ463 | ﺩ.ﺇ455 | ﺩ.ﺇ599 | ﺩ.ﺇ573 | ﺩ.ﺇ558 |
| 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 vacation rentals with a pool in Woollahra

Total vacation rentals
Explore 70 vacation rentals in Woollahra

Nightly prices starting at
Woollahra vacation rentals start at ﺩ.ﺇ73 per night before taxes and fees

Verified guest reviews
Over 740 verified reviews to help you choose

Family-friendly vacation rentals
10 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
60 of Woollahra vacation 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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- Manly Beach
- Tamarama Beach
- Icc Sydney
- Sydney Town Hall
- Chinatown
- Darling Harbour
- Sydney Opera House
- Bronte Beach
- Avalon Beach
- Wollongong Beach
- Terrigal Beach
- Maroubra Beach
- The University of Sydney
- South Cronulla Beach
- Clovelly Beach
- Copacabana Beach
- Sydney Harbour Bridge
- Dee Why Beach
- University of New South Wales
- Accor Stadium
- Qudos Bank Arena
- Freshwater Beach
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- Bulli Beach




