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Double Bay Holiday Homes

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    Travellers to Double Bay are booking January dates now. Secure your holiday rental today, and have the perfect trip.
    All 17 Rentals in Double Bay
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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...
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    Double Bay, Woollahra 2027
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Enjoy spectacular 270 degree harbour views, as far as the eye can see, from this stunning penthouse located in the exclusive boutique building 'Glenn Ascham' in Darling Point. This Penthouse offers the ultimate in luxury and comfort; and perfect for discreet VIP lifestyle living. Offering easy open...
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    Double Bay, Woollahra 2027
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
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    Smoking allowed
    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...
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    Double Bay, Woollahra 2027
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Huge luxury home flexible for large families, travelling groups or long-term stays. Superbly maintained and opulently designed with a mixture of collectible antiques and modern touches. Various living spaces with different identities for different occasions. Incredible outdoor area including a...
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    Double Bay, Woollahra 2023
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Internet Access
    • Terrace
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    Pet friendly
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    Smoking allowed
    About this property
    Elegant 3-Bedroom Heritage Apartment with Harbour Views WHAT WE LOVE Immerse yourself in luxury harbourside living at this private and peaceful top-floor sanctuary just one-minute’s walk to Redleaf Pool. Set in the grand ‘Stradbroke’ building, the three-bedroom Art Deco apartment has spectacular...
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    Double Bay, Woollahra 2028
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
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    About this property
    In the heart of one of Sydney's most desirous locales - Double Bay - you will be in high end comfort in our sun filled Apartment.  * Perfect balcony with a leafy view, perfect for your morning coffee or evening wine  * Spatious and Open living space  * High End Renovation finished to an elevated...
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    Double Bay, Woollahra 2028
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Double Bay Penthouse, on the border of Point Piper, is the latest offering in Contemporary Hotels' stable of wonderful holiday apartments in Sydney. the building has a wonderful sense of arrival through the modernised lobby and guests will find a beautifully appointed and very spacious apartment on...
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    Double Bay, Woollahra 2028
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Pet friendly
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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...
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    Double Bay, Woollahra 2025
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Washer
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    Pet friendly
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    About this property
    * Unique Art Deco Style 1 Bed Apartment  * Exclusive Point Piper Location alongside Sydney's most expensive street  * Private Courtyard for your use with stunning Views of the Harbour Bridge and CBD  * Spacious Living Area perfect for Couples and Business Travellers  * Ground-Floor Apartment...
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    Double Bay, Woollahra 2027
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Internet Access
    • Balcony
    • Terrace
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Tranquil Apartment near Double Bay Village WHAT WE LOVE This chic two bedroom haven is located in a small security building just a short walk to the heart of Double Bay village and 300m from Edgecliff Train Station. With great convenience it offers the perfect base from which to explore Sydney!...
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    Double Bay, Woollahra 2028
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Perched on the peaceful waters of the Double Bay marina, this magnificent newly renovated apartment is the ideal hideaway combining luxury, style and convenience. The main open plan living and dining area combines woody features and natural-toned furnishings to create a warm and inviting...
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    Double Bay, Woollahra 2028
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Private Outdoor Pool (Unheated)
    • Washer
    • Internet Access
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This truly is one magnificent Point Piper home! Set on a level site, with a large wrap around balcony and accompanying pool, overlooking Rose Bay Marina, famous Catalinas Restaurant and the sea planes landing and taking off, theres not a lot left off the list here. What we love We love the...
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    Double Bay, Woollahra 2027
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Balcony
    • Parking
    • Air Conditioning
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury holiday home sits in a position of perfect elevation, making the most of the view to Sydney harbour. A tastefully furnished rental home in one of the most prestigious neighbourhoods in Sydney, accommodation doesn’t get much more luxurious than this! On arriving through the grand...
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    Double Bay, Woollahra 2023
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    FEATURES Sleeps up to 12 guests Exclusive harbour side residence Absolute waterfront living with uninterrupted views Internal lift Private jetty Conveniently located to CBD, Double Bay and Bondi Beach Harbour side pool and cabana. Welcome Hamper on arrival Functions considered, additional fees &...
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    Double Bay, Woollahra 2027
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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