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Holiday Homes and Apartments Woollahra, Australia

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    Travellers to Woollahra are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    1 / 18
    Bellevue Hill
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    1 / 9
    Bellevue Hill
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    1 / 21
    4 of 5 stars (1) Very good
    Edgecliff
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 23
    Edgecliff
    3 Bedrooms, 5 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Terrace
    • Balcony
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    • x
    About this property
    Three bedroom security townhouse on two levels with single car space in covered secure parking area. The house is very close to Rushcutters Bay Park, it's just across New South Head Rd; about 3 minutes walk.<BR> <BR>Bus stop across the road and only a about 10 minutes into Sydney city<BR>The house... View all property information
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    Edgecliff, Woollahra 2027
    1 / 12
    Edgecliff
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    About this property
    Now you can stay where Sydneysiders play! This stylish, fully furnished one bedroom apartment places you right at the doorstep to world famous Sydney Harbour and offers stunning views you have to see to believe. With uninterrupted views to our sparkling city and beyond, you can immerse yourself in... View all property information
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    Edgecliff, Woollahra
    1 / 8
    5 of 5 stars (1) Excellent
    Edgecliff
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    Friendly, bright and airy this top floor apartment has sensational 270 degree views over Rushcutters Bay in one direction, the city in another and Paddington roof tops in a third direction. It is directly opposite a sunny, open park, only a 2 minute walk to the buzz of Five Ways and a 5 minute walk... View all property information
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    Edgecliff, Woollahra
    1 / 26
    Double Bay
    3 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Shared Outdoor Pool...
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    About this property
    The Property: This spacious garden apartment has been fully renovated, with sunny living areas flowing to an over-sized private terrace. Situated on the elevated ground level, the apartment has lift access and a swimming pool in the complex. Sleeps 8. The Location: Situated in Sydney's Eastern... View all property information
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    Double Bay, Woollahra
    1 / 10
    Double Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 5 | Quick View
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    • x
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    About this property
    The grand entrance from beautiful Rosemont Ave is a proud prelude what lies within this remarkable 3 bedroom, 3 bathroom over size apartment. Bathed in plenty of sunlight and offering house-like proportions, this magnificent apartment is a rare find within the highly sought after and prestigious... View all property information
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    Double Bay, Woollahra
    1 / 9
    Edgecliff
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    About this property
    This fully equipped 2 bedroom apartment has been updated with new carpet and is freshly painted ready for you to move into this historical part of Paddington, this apartment has everything you need. It has a generous entertaining lounge area and the 2nd bedroom also has a work desk. It is tucked... View all property information
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    Edgecliff, Woollahra
    1 / 9
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
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    About this property
    Unusually wide cottage 50 metres from Queen Street. Featuring an unusually wide 6.85 metre frontage, this classic turn of the century cottage has been completely transformed by a stunning renovation, creating a wonderfully spacious, tasteful two-storey home. Set in a quiet enclave opposite Moncur... View all property information
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    Woollahra, Greater Sydney
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    1 / 19
    Edgecliff
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • x
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    About this property
    Exceptionally located in an exclusive harbourside address with a magnificent feature window framing glorious views across parkland to the sparkling boat filled harbour. This generously proportioned 3 bedroom period residence offers space and exquisite designer interiors. To call the interior... View all property information
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    Edgecliff, Woollahra 2027
    1 / 22
    Edgecliff
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Luxurious Darling Point private terrace mansion  which boasts 4 bedrooms 4 bathrooms, beatifully decorated with owners art work and antiques. Leafy garden forecourt ~ Elegant entrance hall ~ Adjoining large formal rooms (twin gas fireplaces) ~ Loggia-style terrace with automated awning above... View all property information
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    Edgecliff, Woollahra
    1 / 24
    Paddington
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Terrace
    • Shared Garden
    • Internet Access
    • Balcony
    • Washer
    • Grill
    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
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    About this property
    Accommodation in Sydney doesn’t come much better than this incredible transformation of a large Victorian home in Paddington, with beautiful designer furnishings and lots of natural light. Spend your luxury holidays enjoying the beautiful private courtyard and cooking up a storm in the high-end... View all property information
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    Paddington, Woollahra 2021
    1 / 4
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Located on the fringe of Paddington and Centennial Park, be wowed by this newly renovated two bedroom apartment which enjoys the most amazing sights over Sydney's famous sporting grounds and Entertainment precinct. The sweeping views stretch forever and capture the full panorama of our great city.... View all property information
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    Woollahra, Greater Sydney 2021
    1 / 13
    Edgecliff
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Be captivated by this amazing Darling Point apartment with its fabulous views over Rushcutters Bay and out to the Sydney Harbour Bridge all from the entertainer's terrace. The property interiors have been designed for entertaining with great use of light space and storage throughout. It has open... View all property information
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    Edgecliff, Woollahra
    1 / 9
    Edgecliff
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • x
    • x
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    • x
    About this property
    PRIVATE ROOF TERRACE with HARBOUR VIEWS Get swept away by this ultra-stylish two bedroom penthouse in the high class setting of Rushcutters Bay. With mesmerising views over the spectacular assembly of sailing and cruising boats moored in the famous marina and out to our beautiful harbour - this is... View all property information
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    Edgecliff, Woollahra
    1 / 19
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    There's beauty inside and out at this glorious four bedroom terrace in the ever so trendy heart of Bondi Junction. With a classic, yet contemporary and modern feel throughout, this home combines old and new with style and with an abundance of natural light it truly feels like a private oasis which... View all property information
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    Woollahra, Greater Sydney
    1 / 18
    Double Bay
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Immerse yourself in the startling sights over our amazing harbour from every room in this one bedroom apartment in Darling Point. Whether you are in search of a restful retreat or visiting to reenergize, this home promises to be your perfect place to unwind and relax. Providing a seamless flow of... View all property information
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    Double Bay, Woollahra
    1 / 15
    Paddington
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    This immaculate house is the perfect place for those looking to have a stay in Sydney. Located in the heart of Paddington just a few steps to Oxford Street and a short stroll to Centennial Park, Woollahra, Paddington Five Ways, Fox Studios and walking distance of Surry Hills, Darlinghurst and the... View all property information
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    Paddington, Woollahra
    1 / 16
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Feel right at home in this fully furnished, architecturally designed three bedroom, two bathroom terrace that spans over three levels providing a vast space that is flooded with light from the many windows. The countless outdoor entertaining areas are a true feature of this gorgeous space which... View all property information
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    Woollahra, Greater Sydney
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    1 / 19
    Edgecliff
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Be surprised by this character filled cottage which offers a true country sanctuary in a central location; not more than a five minute walk to the Edgecliff Shopping Centre and the cosmopolitan Woollahra Village. As soon as you step inside this large one bedroom property you are greeted with the... View all property information
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    Edgecliff, Woollahra
    1 / 19
    Double Bay
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    What a lifestyle! Be thrilled by all the wonderful inclusions available in this newly renovated, 2 bedroom apartment in Darling Point. North facing with idyllic views towards the boat-filled Bay and across the Harbour, this spacious apartment features a luxurious new kitchen which looks out over... View all property information
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    Double Bay, Woollahra
    1 / 19
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    In an exclusive mews designed by architect Alexander Tzannes, this magnificent four-bedroom home is a short walk from Woollahra's Queen Street shopping village. The classic-contemporary house has a northerly aspect and parklands at the front and rear. Additional features of this property include: -... View all property information
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    Woollahra, Greater Sydney 2025
    1 / 19
    Edgecliff
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    There is plenty to admire on all sides of this beautifully presented 2 bedroom penthouse, situated in the fashionable hub of Paddington. This well styled apartment is just as striking on the outside with a terrace that captures opposing Sydney landmarks from each angle including the stunning city... View all property information
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    Edgecliff, Woollahra
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Enjoy the tranquil surrounds of this adorable one bedroom apartment in the exclusive enclave of Woollahra. You will love the beauty of the stunning liquid amber tree that frames this quaint intimate block typifying life in this ever so elegant address. Once inside, you will find a roomy and warming... View all property information
    Location Information
    Woollahra, Greater Sydney
    1 / 19
    Paddington
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • ?
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    • x
    About this property
    Experience the absolute best of our amazing city from this exquisite three bedroom, two bathroom terrace, situated in the fashionable hub of Paddington. This immaculately styled home is striking with elegant accents of grey and white and a hint of gold for good measure; the furnishings throughout... View all property information
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    Paddington, Woollahra
    1 / 12
    2 Bedrooms, 1 Bathroom, Sleeps 3 | Quick View
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    • Washer
    • Air Conditioning
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Patio
    • Balcony
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    Located in chic Woollahra, this exquisite 100m2 executive apartment offers all the luxury and convenience of a hotel stay, with the warmth and character of a private home.<BR><BR>84 Queen St is an executive style rental that has an eclectic countryside feel and features neutral sisal carpets,... View all property information
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    Woollahra, Greater Sydney 2025
    1 / 19
    Edgecliff
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Experience the absolute best of our beautiful city from this charming two-bedroom apartment. Situated in a lovely tree-lined street in the enchanting suburb of Woollahra, this is space that you will love coming home too with a calming ambiance and true sense of elegance. Tastefully decorated... View all property information
    Location Information
    Edgecliff, Woollahra
    1 / 18
    Paddington
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Grill
    • Internet Access
    • Washer
    • Shared Garden
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    What We Love Enjoy an inner city break with the kids in tow. This creative, industrial inspired home will have you living the urban dream. The lounge and kitchen area flows into a beautiful outside courtyard where you can have a BBQ or take advantage of the fully faciliated modern kitchen and cook... View all property information
    Location Information
    Paddington, Woollahra
    1 / 9
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Venture into the colourful interiors of this impressive three bedroom, three bathroom architecturally designed terrace where the space literally expands. With modern large louvre windows and bi-fold doors, there's plenty to explore both indoors and out as the private courtyard divides the main... View all property information
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    Woollahra, Greater Sydney
    1 / 19
    Edgecliff
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Appreciate the very best of Sydney harbour life in this modern, one bedroom apartment which is ideally located opposite the crystal clear waters of Rushcutters Bay. This gorgeous apartment offers a true blend of sophisticated living with the relaxation and calmness afforded through its waterside... View all property information
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    Edgecliff, Woollahra 2027
    1 / 11
    Watsons Bay
    3 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    • ?
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    Amaroo which means a beautiful place is so much more, that words can only attempt to do this incredibly beautiful and luxurious home justice. If James Bond or one of his Bond girls were to find themselves in this location, they would feel right at home which explains recent features in The... View all property information
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    Watsons Bay, Woollahra
    1 / 9
    Double Bay
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • x
    • x
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    • x
    About this property
    Bathed in northerly sun and enviably private, this sumptuous residence integrates its stately Victorian pedigree (circa 1902) with a contemporary refurbishment of impeccable style. Opposite the majestic tree-lined grounds of Swifts in exclusive harbourside Darling Point, the in imaginatively... View all property information
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    Double Bay, Woollahra 2027
    1 / 19
    Paddington
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Experience the absolute best of our amazing city from this delightful, three bedroom fully renovated terrace. Conveniently located in one of the best known streets in the exclusive enclave of Paddington; this property exudes peace and privacy. As soon as you enter this warm and welcoming home you... View all property information
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    Paddington, Woollahra 2021
    1 / 12
    Edgecliff
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    SPECIAL WINTER RATE of $142.00 per night if you stay for 6 months between 2nd May and 31st October 2016, ( Book before 30th June to take advantage of this special offer.) Spectacular views from your lounge room and dining room windows will leave you feeling like you are sitting on top of the world... View all property information
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    Edgecliff, Woollahra
    1 / 21
    Edgecliff
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The Property: Stylishly presented, this glamorous Sydney apartment offers a luxury tropical oasis. Curl up with a good book on the day bed, put your fave laidback tunes on the sound system and cook up barbeque dinners on the outdoor terrace. The Location: Immerse yourself in Sydney’s cosmopolitan... View all property information
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    Edgecliff, Woollahra
    1 / 19
    Watsons Bay
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    HOLIDAY PROPERTY: Celebrate in this property over the Christmas Holidays Immerse yourself in the Sydney Summer from this stunning four bedroom family home in exclusive Vaucluse, be greeted by a cool and calming ambiance which is created by the rich holiday feel and clear colour palette of the... View all property information
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    Watsons Bay, Woollahra
    1 / 9
    Double Bay
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Balcony
    • Washer
    • Grill
    • Internet Access
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The Property: This sun splashed three-bedroom apartment showcases sophisticated Art Deco glamour, with all interiors styled by an interior designer with new carpets. Set in a boutique block, the apartment enjoys stunning district outlooks, sleeping up to 6 people. The Location: Located in Bellevue... View all property information
    Location Information
    Double Bay, Woollahra
    1 / 17
    Double Bay
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • ?
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    • ?
    About this property
    A magnificent view should be enjoyed from a comfortable chair in a beautiful room of a superb home and that is exactly how you will enjoy The Harbour View when staying in this opulent Point Piper home. Built circa 1920 with the curves, parquetry floors and high ceilings typical of grand buildings... View all property information
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    Double Bay, Woollahra
    1 / 12
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • x
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    • x
    About this property
    Woollahra Terrace is brimming with beautiful features and key attributes but one look at its incredible views over Cooper Park is all you need to fall in love with the stunning property. Visible from the outdoor dining area, and the master balcony, the park is truly a sight to behold and will leave... View all property information
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    Woollahra, Greater Sydney 2025
    1 / 19
    Edgecliff
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    Enjoy spectacular harbour views from one of Sydney's iconic Elizabeth Bay apartments. This stylish one bedroom apartment ticks all the boxes and is located right in the heart of beautiful Elizabeth Bay with wonderful cafes, restaurants and boutique wine bars on your doorstep. Perfect for inner city... View all property information
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    Edgecliff, Woollahra
    1 / 9
    Paddington
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The Property: Nestled on a quiet street with plenty of parking, this four-storey Victorian terrace offers elegant interiors spilling out to a courtyard garden that offers the perfect spot for relaxing in the Sydney sun. The Location: Moments from a host of superb lifestyle facilities, the home is a... View all property information
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    Paddington, Woollahra
    1 / 19
    Paddington
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • x
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    • x
    About this property
    This charming classic cottage built in 1841 offers a truly unique city experience in the heart of Paddington. It's only 50 metres from the famous Oxford Street so it's in the heart of the action and the perfect place for those looking to have some fun and explore this famous City. It also has the... View all property information
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    Paddington, Woollahra
    1 / 22
    Edgecliff
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Patio
    • Terrace
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This tranquil terrace house is nestled in the heart of Paddington. Just minutes to Oxford St, Five Ways, Victoria St and Darlinghurst, it is located within walking distance to many cafes and restaurants, as well as St Vincent’s hospital. This unique home is set around a lovely internal courtyard,... View all property information
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    Edgecliff, Woollahra 2021
    1 / 5
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    About this property
    Please note our Sydney apartments have a 3-month minimum stay. This brand new studio apartment on the border of Queens Park and Bondi Junction is located 50 metres from Centennial Park, Sydney’s premier parklands. Whether you’re after a morning walk, horse-riding, fitness classes, sitting by the... View all property information
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    Woollahra, Greater Sydney 3161
    1 / 14
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • Shared Garden
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    • Terrace
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    • x
    • ?
    • Smoking allowed
    • x
    About this property
    1 bedroom apartment with balcony and view's of Sydney City. Free fast broadband (Wi-Fi) and your own car space. Unit is located in Centennial park which is next to Paddington / Sydney football stadium & Fox studios Hotel Linen & towels included. Linen and Cleaning - This is done by a commercial... View all property information
    Location Information
    Woollahra, Greater Sydney 2021
    1 / 28
    Double Bay
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Internet Access
    • Grill
    • Private Outdoor...
    • Parking
    • Satellite TV
    • Washer
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Enjoy your five-star Sydney accommodation with glorious views to the harbour, making the most of the grand open spaces that this luxury holiday home in a prestigious neighbourhood has to offer. You can enjoy the glorious all-day sun if you’re indoors or out, whether relaxing in the living area with... View all property information
    Location Information
    Double Bay, Woollahra 2023
    1 / 10
    Edgecliff
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Secure Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    - Enormous beautifully appointed penthouse apartment with magnificent 180 degree harbour views including our iconic Harbour bridge to enjoy the NYE fireworks. - State of the art kitchen with top of the range Miele appliances including coffee machine and wine fridge - Enormous sun soaked... View all property information
    Location Information
    Edgecliff, Woollahra 2025
    1 / 8
    Paddington
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Payment Protection
    Amenities & Details
    • Grill
    • Internet Access
    • Terrace
    • Balcony
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    The Location: Moments from a host of superb lifestyle facilities, the home is a leisurely stroll from Oxford Street boutiques, popular wine bars and excellent bus transport. Catch a movie at the nearby Palace Verona cinema, with the Sydney Cricket Ground and Football Stadium just footsteps away. Be... View all property information
    Location Information
    Paddington, Woollahra
    1 / 19
    Paddington
    3 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Built circa.1904 this handsome Edwardian terrace has been lovingly restored and features many period furnishings synonymous with the era making this the perfect base for you to explore our amazing City. Situated in a prime location this three-bedroom two bathroom home with private courtyard offers... View all property information
    Location Information
    Paddington, Woollahra