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Holiday Rentals with Pools in Pittwater

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    Travellers to Pittwater are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    42 Matching Rentals in PittwaterView all 127 rentals
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    Avalon Horizons1 / 24
    (23)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    WHALE BEACH VILLA1 / 18
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 February 2017
    Great location- high on the hill. Amazing ocean views.Pool and deck area huge and enough shade to cope with the Sydney heatwave.We were 6 girlfriends reuniting and spent 3...
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    About this property
    Whale Beach Villa is the ideal luxury holiday home for a family getaway or a peaceful weekend away within easy driving distance of Sydney. Relax with a coffee made from the fully equipped gourmet kitchen's coffee machine outside on one of the five balconies, or on the poolside deck, and take in the...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Renovated to the highest standard throughout, and located only metres from beautiful North Avalon Beach and an easy stroll by path to the cafes and shops of Avalon Village, this stylish house is wonderfully situated for the perfect family holiday. The open plan living, dining and kitchen area are...
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    Avalon Beach, Pittwater 2107
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
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    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Northview Villa is a truly remarkable residence with sweeping views over the golden sands and rolling surf of Palm Beach oozing relaxation with a tropical vibe. Originally built in the 1920s, award winning architect Robert Brown has recreated this home to be a unique sanctuary for contemporary...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Beachside Charm1 / 12
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Private Outdoor Pool (Heated)
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 January 2015
    We stayed here for a week over christmas and had a wonderful time. I emailed the owners before we arrived and asked if they could put a Xmas tree up for us and they did. It was...
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    About this property
    This sun-filled character home with an in-ground solar heated pool, spa, cabana and an outdoor kitchen is the perfect house for a large family or 2 small families to take a holiday. It is also only approx 200 metres walk to the golden sands of Mona Vale Beach. Perfect indoor/outdoor entertaining...
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    Mona Vale, Pittwater 2103
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palm Beach Tower is a rustically romantic property with luxurious, yet effortless interiors and incredible panoramic views available from every room that stretch across Palm Beach, Broken Bay, and the Central Coast. An ideal family getaway, this is a chic, rustic, and relaxed property that...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Balcony
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    • Terrace
    • Parking
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A contemporary modern home with spectacular beach views 'Whaley' offers you an amazing experience. Placed across 3 levels, featuring Australian timbers and award winning contemporary architecture this home has the best of modern luxury and comfort. With floor to ceiling windows throughout, you...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Balcony
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful Palm Beach house is a stunning contemporary inspired home filled with unique African tribal influences. The spectacular views spread across Palm Beach and Pittwater to capture both the best of sunrise and sunset. This brand new holiday home has been completely renovated with stylish...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Treetopz1 / 24
    (1)Excellent
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2017
    Fully equipped kitchen, extensive tv set-up, comfortable bed, plenty of room, truly living in someone's house.Very friendly hostsOnly draw back is the access drive which...
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    About this property
    Open plan home on the Northern Beaches. Elevated position affords great views across the treetops over Pittwater towards the central coast. The house is modern but homely with a large sunroom upstairs leading out to a sun soaked balcony. Downstairs there is a fully equipped kitchen, dining and...
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    Bilgola, Pittwater NSW 2107
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Baleine is an exceptional Whale Beach property, with sophisticated and beautiful interiors. Situated across 3 levels it offers complete beach side luxury, with phenomenal views of the stunning and captivating Whale Beach. With open plan living and dining areas that make full use of the expansive...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Located in the heart of Palm Beach village and within a short stroll to all amenities and Pittwater, this stylish family home is ideally located for a relaxing family holiday. The house has two spacious living areas with open plan design, five bedrooms, the master bedroom with large walk in robe,...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    7 Bedrooms, 7 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Five Star luxury villa Gaelforce, as seen in Vogue Living, located directly on the Pittwater's coastline in the highly desirable Palm Beach area of Northern Sydney, features the best of luxury living. With Italian design influences informed by Australian lifestyle and culture, you will be blown...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 14
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    As one of the largest properties in Palm Beach, the grandeur of Palm Beach estate is unmistakable and this holiday rental accommodation offers guests a truly majestic experience. Defined by its contemporary luxury, this spacious home is truly unique and one of a kind and distinguished by its vast...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Palm Beach Villa, one of the originals in the Contemporary Hotels Stable, is a magnificent architectural ocean front villa with superb views that extend from Palm Beach to the Pacific Ocean and beyond. This is a luxury holiday accommodation in the highly desirable and sought after Palm Beach area...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A rarity amongst holiday rentals, Bungan Beach Villa is an enthralling holiday home awaiting you in Palm Beach. The Northern Beaches best kept secret and home to a truly impressive beach-front property, this is an oasis sure to leave you stunned. Its exclusivity, beauty and surf makes this...
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    Newport, Pittwater 2106
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Steeped in local history, is the completely private, awe inspiring and jaw droppingly beautiful Stonehouse. Restored to its original grandeur with the addition of every possible luxury you can think of, perched high on Bilgola Plateau with 180 degree views overlooking Bilgola Beach and beyond, The...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    In a prestigious and beautifully peaceful location, this instantly appealing and immaculate architecturally designed home is sure to delight. With level access and views through gum trees to the ocean and to the other side through to Pittwater, the property offers: - Large tiled swimming pool...
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    Whale Beach, Pittwater 2107
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located at Palm Beach, this luxury holiday home is tucked away from the world. Beautifully presented with all the mod-cons including a wedge edge pool with ocean backdrop. It’s like staying in a hotel but with the space of a well-appointed house. This is a holiday home celebrates the good life....
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    As you set foot on to Pacific Place you’ll feel as if you’re arrived at your own luxurious coastal resort. And nothing says resort living like the lush gardens and the unforgettable huge wooden entry doors that greet you at Pacific Place. When you open those doors there’s no doubt as to why this...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    7 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Panoramic views? Check. Infinity pool? Check. Ultimate Palm Beach lifestyle experience? Check. Arguably the most famous of Sydney's Northern Beaches, Palm Beach is the place to see and be seen. This spectacular property is positioned in the heart of Palm Beach with easy access to all the area has...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    About this property
    Revelling in a superb sun drenched setting with extensive ocean views of North Palm Beach, Barrenjoey Lighthouse and Cape Three Points, this stylish private beach house epitomises the Palm Beach lifestyle and is just short stroll to Jonahs restaurant. Surrounded by beautifully manicured gardens,...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Immerse in this boutique accommodation. Set on the right on coast, this just-opened holiday house includes, an expansive art collection and inspiring views from every room. Founded by designer Richard Unsworth, the garden is an artwork within itself. This beach side abode is a celebration of...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Open plan, light and airy home looking through the treetops over Pittwater to Kuringai National Park and the Central Coast. Two bedrooms, one upstairs with ensuite, the other at the mid level with bathroom. Downstairs there is a well equipped kitchen/dining/sitting area with large screen TV which...
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    Bilgola, Pittwater 2107
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
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    Pet friendly
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    Smoking allowed
    About this property
    Quietly situated in Bayview's most sought after cul-de-sac with spectacular Pittwater views to Lion Island and beyond, this contemporary residence affords a unique opportunity to enjoy this sophisticated but casual home for your holiday. The highlight of this property is the 25 metre lap pool....
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    Bayview, Pittwater 2104
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Ocean Views
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    • Housekeeping Included
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stunning views over Bilgola Beach and perfectly positioned you are just a hop skip and a jump to the beach and a short stroll into Avalon village and its many cafes and restaurants. Only a short drive to the popular beaches of Palm beach and Whale beach. Whether its hanging out at one of our...
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    Bilgola, Pittwater 2107
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    This fabulously funky 50's holiday home offers four bedrooms and two separate living areas and boasts amazing views of Whale Beach with an easy walk to the water's edge. The fourth bedroom has external access to the main house.   Enjoy lazy afternoons dining at the finest restaurants and cafes,...
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    Whale Beach, Pittwater 2107
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Eclipse is a spectacular luxury holiday rental home celebrated for its incredible oceanfront position in Palm Beach that will leave you feeling as though you are riding the Pacific waves. With stylish and chic interiors, Surfside offers luxury, decadence, and effortless style in a private paradise...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    With simply stunning views across the width of Pittwater and located directly opposite the laneway which accesses Sandy Beach, this magnificent residence is built to the highest standard and offers the kind of luxurious living associated with only the very finest of homes. Modern and cutting edge,...
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    Palm Beach, Pittwater 2107
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Located just moments from the sand and surf at one of Sydneys most prestigious and well-loved beaches, Cetacean is a sheer delight. Designed on four levels with an elevator servicing all levels this magnificent residence is built to the highest standard and offers the kind of luxurious living you...
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    Whale Beach, Pittwater 2107
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    About this property
    This early Iain Halliday design is a peaceful and beautiful getaway, a combination of the bush meets the beach you are instantly relaxed upon entering this gorgeous hideaway. Upon you're arrival the lush gardens with manicured hedges that greet you is a sign of things to come, the home itself is...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Fabulous, sheltered north aspect and views spanning the length of Palm Beach to Barrenjoey Head and the symbolic lighthouse Located on Florida Road, away from the crowds, but with direct access to Ocean Road and Kiddies Corner. Built across 3 levels - Each level enjoys the views and has its own...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
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    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let the stylish elegance of an original 1940s Palm Beach villa welcome you home, in a luxury holiday rental accommodation ideal for a romantic couples retreat or families looking to escape the city. With its magnificent ocean views, Rockridge is a charming holiday rental in the Australian beach...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    About this property
    Let Contemporary Hotels welcome you to one of Whale Beach's true hidden gems; Amaroo. A stunning two story home with chic, stylish interiors offering everything you could possibly desire for the ideal beach vacation. Perfectly positioned with complete privacy, all rooms and outside entertaining...
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    Palm Beach, Pittwater 2108
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
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    About this property
    Fabulous north aspect and panoramic, iconic views are yours to enjoy from this superbly stylish home. There is a gorgeous sun-drenched swimming pool, which is so inviting! Surrounded by several spacious terraces, a beautiful outdoor living area is created, ideal for quietly relaxing or entertaining...
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    Palm Beach, Pittwater 2107
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Patio
    • Private Outdoor Pool (Unheated)
    • Private Garden
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Surfs Up is a luxurious home that offers uninterrupted views over Whale Beach, The Wedge and as far as the eye can see to the Central coast and beyond, together with fabulous water views over Pittwater to Mackeral, Kurrajong and Portuguese beaches and is an easy walk to Whale Beach. The house...
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    Location Information
    Whale Beach, Pittwater 2107
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Balcony
    • Grill
    • Private Outdoor Pool (Unheated)
    • Terrace
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beachfront at Palm Beach, the name says it all! This beautiful property is located on the beach of Sydney's iconic Palm Beach. Guests will feel completely at home in this chic contemporary property and ultimately relaxed with the golden sands of Palmy directly across the road. With 5 bedrooms and 4...
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    Location Information
    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous open plan design is framed by floor to ceiling glass and features 2.4m ceiling heights - Dramatic cantilevered floating staircase is crafted with Canadian Rock Maple, creating a superb visual accent - Commercial grade stainless steel island kitchen includes a Viking double range oven and 2...
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    Location Information
    Whale Beach, Pittwater 2107
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Payment Protection
    Amenities & Details
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Washer
    • Parking
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    From its stunning position high on a hill overlooking the sparkling crystal waters of the Pacific Ocean, Palm Beach View features the best of luxury living. With a modern and functional, open plan layout and simple design that allows interiors to flow naturally and effortlessly, this is an ideal...
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    Location Information
    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 9
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    7 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Sauna
    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Oriented to the north and offering direct beach access from its world-class setting and dominated by ocean and headland views, this extraordinary residence is a breathtaking statement in design, dimension and quality. All floors are connected by an internal lift and the residence enjoys a...
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    Location Information
    Whale Beach, Pittwater 2107
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in a prime position, with a fabulous outlook and masses of sunshine, you won't be able to resist falling in love with the outstanding views and lifestyle for which Palm Beach and Whale Beach are famous. * Large, private, well constructed 2 storey home at enviable beachside address *...
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    Location Information
    Palm Beach, Pittwater 2108
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
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