
Holiday 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

Darlinghurst Sky Pool Apartment - Views & Comfort
>> LONG-TERM bookings available << This vibrant apartment with a rooftop pool is an idyllic retreat in Darlinghurst. Both stylish and considered, this humble and light-filled unit has practical and luxurious fittings to ensure your stay is nothing less than comfortable. Moments from the city and surrounded by trendy bars and cafes the location is perfect! There’s no better way to unwind than with a relaxing afternoon in the rooftop pool, with views of Sydney CBD, Harbour Bridge and Opera House.

Pacific Views Bondi
Bright Ocean-Facing Studio near Bondi Beach with Communal rooftop pool access. Wake up to sweeping ocean views in this bright private studio, just moments from iconic Bondi Beach. Enjoy a brand-new mattress with quality bedding for a restful sleep. The studio includes a private fully equipped kitchen and a private modern bathroom stocked with essentials and towels. Cafés, restaurants, shops and a supermarket are steps away, with buses right outside for easy access to Sydney’s top attractions.

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!

Harbour Views from a Modern Retreat
Newly Renovated studio apartment in the heart of Potts Point with stunning Harbour views. Walking distance to some of Sydney's best attractions and an easy 8 min walk to Kings Cross Train Station. Beautifully appointed, you will have access to free Wi-Fi, the new kitchen with cooking facilities, washer & dryer and the building's stunning pool! The space works for solo adventurers and business travellers, with the comfortable queen sized bed making it perfect for couples. (No Parking on site)
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!

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 or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape. Note: the balcony and view are located upstairs with the shared pool.
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

Inner City Superb Cozy Studio
30% OFF FOR 21 NIGHTS OR MORE! *Length of stay discounts are automatically applied. If the discount does not automatically apply, please let us know. This oversized studio in the central CBD, short stroll to Darling Harbour, QVB, Coles CBD, public transport, Westfield shopping mall, restaurants and cafes, pubs. Specious open plan layout, gourmet kitchen with utensils, high speed WiFi, bathroom, washing machine and dryer, large built in wardrobe, outdoor heated swimming pool, equipped Gym.

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.

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.
Popular amenities for Woollahra rentals with a pool
House rentals with a pool

Cozy 2 bedrooms Grannyflat with air-con & pool

Gordons Bay Vista ISYD

'ISLA' South Coogee

Salty Views on Cross St Bronte

Stunning Tamarama Beach House

Guest House in bush setting with use of pool

The Palms Poolside Stay in Strathfield

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

Renovated Apartment in "Top of The Town" + Pool

1 bed/2 bath apartment opposite Sydney Park

Quiet Living•Family Friendly•Netflix•Free Parking

Beautiful One Darling Harbour Apt

1 bed apartment with pool in heart of Surry Hills

Superb Sydney CBD Rental

Lovely One Bedroom + Study with Infinity Pool

Modern apt in Central Sydney: Harbour Views & Pool
Other holiday rentals with a pool

Your Luxe Darling Harbour Escape

Bondi Studio88 with Parking, AC & Rooftop Pool

Huge, light-filled with ocean views & parking

Stylish Bondi Studio Minutes From Bondi Beach

Treetops, King Bed, Car Space (N/A March 26)

Studio Apartment Elizabeth Bay Potts Point

Sunny Modern Bondi Apartment with View and Pool

Breathtaking views, treetop seclusion
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $217 AUD | $223 AUD | $220 AUD | $183 AUD | $169 AUD | $164 AUD | $139 AUD | $179 AUD | $176 AUD | $231 AUD | $221 AUD | $215 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 $28 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!
Destinations to explore
- Sydney Holiday rentals
- Sydney Harbour Holiday rentals
- Blue Mountains Holiday rentals
- Hunter valley Holiday rentals
- South West Holiday rentals
- Bondi Beach Holiday rentals
- Mid North Coast Holiday rentals
- Canberra Holiday rentals
- Manly Holiday rentals
- Wollongong Holiday rentals
- Central Coast Holiday rentals
- Surry Hills Holiday rentals
- Rentals with a hot tub Woollahra
- Apartment rentals Woollahra
- House rentals Woollahra
- Rentals with a fireplace Woollahra
- Pet-friendly rentals Woollahra
- Rentals with outdoor seating Woollahra
- Rentals with a washing machine and dryer Woollahra
- Fitness-friendly rentals Woollahra
- Smoking-friendly rentals Woollahra
- Family-friendly rentals Woollahra
- Rentals with a patio Woollahra
- Rentals with beach access Woollahra
- Rentals with pools New South Wales
- Rentals with pools Australia
- 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
- Clovelly Beach
- South Cronulla Beach
- Copacabana Beach
- University of New South Wales
- Sydney Harbour Bridge
- Dee Why Beach
- Accor Stadium
- Qudos Bank Arena
- Freshwater Beach
- Bulli Beach
- Newport Beach




