
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.

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!

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

Spa Serenity Cottage with Private Pool & Spa
This is a designer-furnished 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, my wife and I live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Your retreat is fully private, we absolutely respect that. Feel free to reach out with any questions we’re here if you need us
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.

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.

Bondi Breeze Apartment
Rooftop pool closed until November 17th. Experience luxury holiday in our stunning 3-bedroom apartment on Bondi Rd. Meticulously renovated with a sleek open plan design, it radiates modern elegance. A short 10-min walk to Bondi Beach, it offers easy access to the coastal lifestyle. With excellent public transport and a rooftop pool boasting mesmerizing panoramic views, your stay will be nothing short of extraordinary. Immerse yourself in comfort and sophistication in this exceptional space.

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

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.

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).

Last
This unique place is perfect for Couples, friends, Student or small families looking to explore Sydney. conveniently located in heart of Sydney close to City, Darling Harbour, ICC, Chinatown, Fish Market, Public Transportation Central Station, Metro, Light Rail and BUS, UTS and Sydney University. Enjoy features such Restaurant, Cafe and one step away from Broadway Shopping Centre and Chinatown
Popular amenities for Woollahra rentals with a pool
House rentals with a pool

Pacific Ocean Masterpiece

Cozy 2 bedrooms Grannyflat with air-con & pool

Victoria - Luxury Family Home With Pool Near Beach

'ISLA' South Coogee

Stylish Bondi Beach house: plunge pool & parking

The Palms Poolside Stay in Strathfield

Sun drenched Art Deco apart with pool and garden

Central three bedroom garden retreat
Condo rentals with a pool

1 bed/2 bath apartment opposite Sydney Park

Quiet Living•Family Friendly•Netflix•Free Parking

Stylish 1BR suite with City-view & Balcony

Lovely One Bedroom + Study with Infinity Pool

Studio (balcony)@Manly Beach, Sydney

CBD Gem | Park View︱Pool Access︱4min walk to Train

Modern apt in Central Sydney: Harbour Views & Pool

Waterfront Apartment on a quiet cul-de-sac
Home rentals with a private pool

Beachousesix - Stunning Ocean Views from a Stylish Home

Avalon Horizons — Studio Apt w/Pool & Ocean Views
Private Luxury Apartment Sitting atop Pittwater

Lovely Pool Villa, self contained- 200m to train.
When is the best time to visit Woollahra?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$32,001 GYD | G$32,838 GYD | G$32,419 GYD | G$26,981 GYD | G$24,890 GYD | G$24,262 GYD | G$20,497 GYD | G$26,354 GYD | G$25,935 GYD | G$27,400 GYD | G$34,093 GYD | G$36,393 GYD |
| 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 G$4,183 GYD per night before taxes and fees

Verified guest reviews
Over 680 verified reviews to help you choose

Family-friendly vacation rentals
20 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
- Darling Harbour
- Sydney Opera House
- Avalon Beach
- Bronte Beach
- Wollongong Beach
- Terrigal Beach
- South Cronulla Beach
- Maroubra Beach
- Copacabana Beach
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- South Beach
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- Taronga Zoo




