
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.

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

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!

Elizabeth Bay Marina Apartment
Beautiful sun lit apartment nestled in the vibing Elizabeth Bay. Bright green foliage in every room & Harbour views. Premium bedding & designer toiletries. German white goods, as well as professional cooking appliances. Hair dryer, straighteners, curling wands. Stunning sanctuary pool with entertaining area. 1 car spot, Lift access & metres walk to Macleay st, King Cross Station, as well as Elizabeth Bay Marina. Apple TV with all streaming app subscriptions. Security building with intercom.

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.
Admire Harbour Views from a Hip Potts Point Sanctuary
Wake up to views of Sydney’s iconic harbour, then enjoy a refreshing morning dip in the outdoor pool at this light-filled, modern pad. Take a stroll to Royal Botanic Gardens, Opera house or CBD. Stylish immaculate modern 22sqm studio designed with a personal touch to create a cosy atmosphere with extra facilities to maximise your stay with comfort & functionality. Spacious modern bathroom, with all the essentials. Perfect for singles or couples whether it be for business or pleasure.

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

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 December 2nd).

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

Sydney Harbour Views-Opera House & Bridge
Enjoy breathtaking Sydney Harbour views from this spacious two-bedroom Cremorne Point apartment, perfectly located beside the peaceful Cremorne Point Reserve, providing easy access to scenic foreshore walks around the harbour and a relaxing waterfront lifestyle. Offers iconic views of the Opera House and (filtered) Harbour Bridge, harbour, as well as Sydney’s skyline.
Popular amenities for Woollahra rentals with a pool
House rentals with a pool

Pacific Ocean Masterpiece

Collaroy Luxe Pool House

Cheerful Coogee Retreat: 3BD home with pool

Designer Family Retreat with Pool Next to Cronulla

Stunning Tamarama Beach House

Bundeena Base Art House Sea View Solar Heated Pool

Stylish Bondi Beach house: plunge pool & parking

Sun drenched Art Deco apart with pool and garden
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

Superb Sydney CBD Rental

Bright Hyde Park Stay︱Pool Access︱4min to Train

Modern apt in Central Sydney: Harbour Views & Pool

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

Luxury Oceanfront getaway

The Clairmont: Curated Escape

Ocean sounds, morning sunrise

Bondi Studio88 with Parking &Pool &AC

Bondi Beach Waves Beachfront Apartment

Huge, light-filled with ocean views & parking

Treetops, Car Space, King Bed

Breathtaking views, treetop seclusion
Quick stats about holiday rentals with a pool in Woollahra
Total rentals
70 properties
Nightly prices starting at
$35 NZD before taxes and fees
Total number of reviews
640 reviews
Family-friendly rentals
20 properties are a good fit for families
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wi-Fi availability
60 properties include access to Wi-Fi
Destinations to explore
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- Rentals with pools New South Wales
- Rentals with pools Australia
- Manly Beach
- Tamarama Beach
- Darling Harbour
- Bronte Beach
- Sydney Opera House
- Avalon Beach
- Wollongong Beach
- Terrigal Beach
- Maroubra Beach
- South Cronulla Beach
- Copacabana Beach
- Dee Why Beach
- Newport Beach
- Bulli Beach
- Freshwater Beach
- Mona Vale Beach
- Narrabeen Beach
- South Beach
- Austinmer Beach
- Coledale Beach
- Little Manly Beach
- Wamberal Beach
- Wombarra Beach
- Windang Beach