
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.

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!

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.

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.

Art-Deco Heritage Apartment in the Heart of Bondi
Welcome to Bondi. A special slice of paradise and your home away from home. Located in the heart of Sydney's Eastern Suburbs, our Art Deco apartment is perfect for those looking to enjoy everything Bondi has to offer. This 1920s heritage building is nestled between the clear blue waters and soft golden sands of the world famous Bondi Beach & the major shopping and transit hub at Bondi Junction. You will love the Bondi Bubble... The place people come to visit, and never want to leave!

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.

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!

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).
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

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

Designer Redfern Terrace with Pool
Condo rentals with a pool

Quiet Living•Family Friendly•Netflix•Free Parking

Stylish 1BR suite with City-view & Balcony

1 bed apartment with pool in heart of Surry Hills

Lovely One Bedroom + Study with Infinity Pool

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

Sunny 1 Bedroom City Apartment with Rooftop Pool
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 | $236 AUD | $242 AUD | $239 AUD | $199 AUD | $184 AUD | $179 AUD | $151 AUD | $194 AUD | $191 AUD | $202 AUD | $251 AUD | $268 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 $31 AUD per night before taxes and fees

Verified guest reviews
Over 680 verified reviews to help you choose

Family-friendly holiday rentals
20 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, Wi-Fi 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
- Avalon Beach
- Sydney Opera House
- Bronte Beach
- Wollongong Beach
- Terrigal Beach
- Maroubra Beach
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- South Beach
- Little Manly Beach
- Windang Beach
- Wamberal Beach
- Taronga Zoo
- Wombarra Beach




