Holiday rentals in Obelisk Beach

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Top-rated holiday rentals in Obelisk Beach

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Top guest favourite
The spacious balcony features sun loungers and a table setting, offering panoramic views of the beach and marina. A peaceful coastal landscape is visible, with trees framing the scene and boats anchored in the serene waters.
Flat in Sydney
4.99 out of 5 average rating, 178 reviews

Harbour Hideaway

Beach front Luxury escape for 2 only. No parties allowed, it is on the lower level of our house, which overlooks Sydney Harbour, It has its own private entrance and is totally separate, it has direct access to the beach in Clontarf, there are 62 steps up to the apartment. We are on the Spit bridge to Manly walk which is stunning. Seaforth Village and Manly are close. Sandy bar cafe at the Marina and Bosk in Park, also a wide variety of first-class dining and shopping options are close by

Top guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Apartment in Mosman
4.98 out of 5 average rating, 190 reviews

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!

Guest favourite
Flat in St Leonards
4.98 out of 5 average rating, 102 reviews

Hermès-themed Penthouse 1 Bed With Iconic Views

This penthouse offers excellent privacy and tranquility, making it safe to leave the curtains open at night. You won't find the city lights too bright to sleep, but instead, you'll enjoy the charming urban scenery, reminiscent of scenes from a TV drama. Stream piano music via Bluetooth, light up some aromatic candles, pour yourself a glass of wine, and unwind while admiring the endless city lights and starry night sky. You'll feel relaxed and forget all your worries in this serene atmosphere.

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Flat in Vaucluse
4.96 out of 5 average rating, 112 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Top guest favourite
A sandy beach area is lined with trees and homes, where individuals enjoy the water and sun. The shoreline curves gently, leading to clearer waters that reveal rocky formations. In the distance, the outline of a city skyline is visible against a bright blue sky.
Guest suite in Watsons Bay
4.98 out of 5 average rating, 269 reviews

Camp Cove Tropical Retreat at Watsons Bay

A spacious contemporary apartment with a large under cover verandah, and private tropical garden. The living area is filled with natural light and looks out to a beautiful and tranquil palm-filled garden. We are located 100m from beautiful Camp Cove Beach and just a 5 minute walk to the Watsons Bay ferry service accessing harbour suburbs and the CBD - just 20 minutes away. If you are attending a wedding or getting married we are a short stroll to all of Watsons Bay's wedding venues.

Top guest favourite
A spacious living area features large glass windows showcasing a vibrant sunset. A light-colored sofa is positioned near the window, alongside a round ottoman. A white dining table with two chairs is present, and a textured area rug adds warmth to the floor.
Guest suite in Fairlight
4.99 out of 5 average rating, 210 reviews

Gorgeous 1 bed flat in Fairlight, close to Manly

Set against a picturesque backdrop that sweeps from yacht-studded North Harbour to the ocean through Sydney Heads, this peaceful, renovated 1 bedroom granny flat offers a spacious retreat with only a short stroll to stunning Fairlight harbour beaches and an easy 20min walk to Manly and the Ferry along the Manly Scenic Walkway. Enjoy a light, bright, airconditioned and spacious apartment with seperate private entrance, a new kitchen with dishwasher and floor to ceiling harbour views.

Guest favourite
A bright living area is showcased with large bay windows offering sweeping views of the ocean. A light-colored sofa and decorative cushions are arranged invitingly. Natural light floods the space, highlighting the wooden flooring and a modern television unit. The open door leads to a balcony.
Holiday home in Manly
4.93 out of 5 average rating, 127 reviews

Panoramic Views & Beach Front Fairy Bower

This top floor apartment undoubtably has one of the best views and locations in all of Manly. Featuring eye watering panoramic views over Manly beach as well as Fairy Bower and Shelly beach. Fairy Bower is the perfect swimming spot due to its protected location and ocean pool, which makes it perfect for families. The bay window is perfect for gazing down to the promenade, reminiscent of the Italian coastline with bathers sprawled over the rocks soaking up the summer sun.

Top guest favourite
The lounge area features comfortable seating on a light-colored sofa, with vibrant pillows adding a pop of color. A coffee table filled with books sits in the center, while sunlight streams in through large windows, illuminating the greenery outside.
Apartment in Mosman
4.91 out of 5 average rating, 108 reviews

MOSMAN - lovely art apartment.

Mosman - one of Sydneys finest suburbs. Beautiful Bright Art Apartment, Master Queen size large bedroom and a lovely Double bedroom. Mosman Ferry 600 metres to city. Cafes and local shops 100 metres from front door. Luxury boutiques 600 metres to gorgeous strip shopping plus a lovely walk to Mosman Zoo, famous Orpheum Cinema and Balmoral Beach and its restaurants Bus at front door. Balmoral beach 10 minutes away. The gateway to the northern beaches. Perfect location.

Guest favourite
A large glass window offers a clear view of the iconic Sydney Opera House and the surrounding waterfront. In the foreground, stylish green chairs are positioned near the window, complemented by greenery and a cozy décor.
Flat in Kirribilli
4.95 out of 5 average rating, 168 reviews

Breathtaking Sydney Harbour View! @StaySydney

Welcome to our stunning waterfront apartment with breathtaking views of Sydney Harbour! This magnificent space offers the perfect blend of modern comfort and unparalleled vistas, providing an unforgettable experience for your stay in the heart of Sydney. Open plan living with a seamless fusion of style and functionality. The expansive windows showcase uninterrupted panoramas of the iconic Sydney Harbour Bridge and the world-renowned Opera House.

Top guest favourite
A spacious living area features large glass doors that open to a private garden. Natural light floods the space, illuminating a neutral sofa and a striped area rug. Soft greenery and stone pathways are visible outside, creating a serene outdoor environment.
Guest house in Mosman
4.99 out of 5 average rating, 161 reviews

Balmoral Slopes Guesthouse

This beautiful new airconditioned guesthouse designed by renowned Sydney architect Luigi Rosselli is a detached separate dwelling located near our private home. Ideal for couples and families with babies and small children. - Bus stop 50m from doorstep - will take you into Mosman village and the CBD. - 400m walk to Balmoral Beach cafes & restaurants. - Street parking available close to the guesthouse. Secure access via security gate.

Top guest favourite
A lush garden area features vibrant green grass that gently slopes down towards the tranquil waters of Sydney Harbour. A large tree stands prominently, offering shade. Various boats are anchored in the calm bay, surrounded by the greenery of the shoreline.
Flat in Kurraba Point
4.98 out of 5 average rating, 100 reviews

Harbour View Shellcove

Stunning Harbour-Side Retreat with Jetty Access Welcome to your dream Sydney escape! Nestled in the highly sought-after neighbourhood of Kurraba Point, our charming 2-bedroom apartment offers you the perfect blend of tranquillity and urban convenience. Here, you'll enjoy breathtaking harbour views, direct access to a private jetty, and swift access to the city via a 9-minute ferry. Book your memorable stay today.

Guest favourite
An outdoor terrace is visible, featuring a wooden table set for dining alongside comfortable seating and a plush daybed. A large BBQ grill is positioned nearby, and expansive glass doors provide a view into the light-filled interior of the studio.
Guest suite in Freshwater
4.94 out of 5 average rating, 178 reviews

Studio cottage close to the beach

(Studio update December 2025) - The studio will very unfortunately be next door to a building site.. Demolition and excavation are complete though there can still be general building noise. The builders hours are 7am - 3:30pm Monday to Friday. Very likely the normal peace and serenity will be disrupted during this time.

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