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Holiday rentals in Simpsons Bay

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Top-rated holiday rentals in Simpsons Bay

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Top guest favourite
Cottage in Lunawanna
4.97 out of 5 average rating, 287 reviews

Beachfront Stay - Secret Spot Bruny Island

Location, location, location! One of the few properties on Bruny Island located directly on the beach - a Secret Spot. Cosy self-contained accommodation for those wanting to relax or explore Bruny Island. An original beach shack tarted up with your comfort in mind. Enjoy the sun, water and mountain views from the comfy queen sized zero-gravity bed, lounge and patio, or just lay on the beach and dream the day away. When the roaring forties hit, bunker down and enjoy the show. An escape for two.

Top guest favourite
An outdoor area features a fire pit with glowing embers, surrounded by a landscaped garden. Large glass doors provide a view into the spacious interior. Colorful umbrellas offer shade, while a seating area invites relaxation in this tranquil setting.
Home in Verona Sands
4.99 out of 5 average rating, 202 reviews

Chambls Shack

Chambls Shack provides wanderers with a slow stay, overlooking the sandy beach at Verona Sands. Chambls is a genuine shack experience, complete with 1970’s kitchen, open fireplace and light shades. Plenty of wobbly bits and sloping floors, but we’re watertight, warm and a whole load of fun. Situated 1 hour from Hobart via Huon or Channel, Chambls welcomes travellers who want to truly relax and revisit the 70’s in luxe linens, open fire and a bottle of red. Or bring the kids and hit the beach.

Guest favourite
The architect-designed studio is set on a spacious property, featuring large glass doors that create a connection with the outdoor landscape. A covered patio with seating and dining options is visible, along with cultivated areas of grass and trees surrounding the home.
Cottage in Flowerpot
4.98 out of 5 average rating, 101 reviews

Apple Crate Shack

The house is a spacious architect-designed one-bedroom studio: great for couples enjoying a weekend away or solo adventurers looking to explore the area. Watch the sunrise over the Channel, chill out on the deck in the afternoon sun, then finish the day with a hot outdoor shower under the stars (indoor shower also available). Located in Flowerpot, my place sits between a heritage apple orchard and an organic vineyard, 40 mins from Hobart. The house is NOT on Bruny Island but 10mins drive away

Top guest favourite
A wooden platter displays an assortment of cheese, grapes, and crackers, complemented by a glass of white wine. In the background, a scenic view of lush trees and distant water is visible under a partly cloudy sky.
Home in Great Bay
4.96 out of 5 average rating, 119 reviews

Great Bay Hideaway

Here at Great Bay Hideaway relax in this peaceful setting whilst planning your Bruny Island adventures. Only a stones throw from Get Shucked Oysters and the Bruny Island Cheese Company and a brisk walk to the beautiful Great Bay beach. Enjoy a bath or laze by the fire after a BBQ on the deck overlooking the coastline with Mt Wellington in the background. The completely self contained kitchen has all the basic amenities for your stay. We hope you enjoy our home on the Island as much as we do!

Guest favourite
The cabin is nestled among native trees, featuring a metal roof and wooden exterior. A wooden deck extends from the entrance, providing a welcoming path surrounded by natural landscaping. Soft light glows from the windows, hinting at warmth inside.
Cabin in Alonnah
4.93 out of 5 average rating, 148 reviews

Lune, lunaown/Bruny Island

Lune, lunawuni is a secluded, eco-friendly cabin set on 2 acres of private waterfront bushland. Overlooking the d’Entrecasteaux Channel, with views of Hartz Mountains National Park, and with direct access to the waters edge of Sheepwash Bay, the property offers guests an intimate, nature immersed escape, with comfort in mind. Lune owners Sarah and Olly acknowledge the Nununi people, Traditional Owners of the land on which the cabin stands, and pay respects to Elders past and present.

Guest favourite
The cabin's exterior is illuminated against a night sky filled with stars. Large glass doors create a seamless transition between indoor and outdoor spaces, revealing a spacious living area furnished with a dining table and seating. The minimalist architecture highlights natural materials.
Cabin in Adventure Bay
4.95 out of 5 average rating, 479 reviews

The Lookout Cabin

The lookout cabin is an architect designed cabin for two, nestled high on Bruny's east coast sea cliffs. Enjoy expansive water views over Storm Bay, Tasman Island and the Southern Ocean. Wake to the sounds of the local birdlife and revel in the majesty of resident sea eagles. Minimalism, simplicity and luxury combine to create an experience you will always remember, whether it be a romantic getaway, a relaxing retreat to recharge or a base to explore the magnificence of Bruny Island.

Guest favourite
An outdoor clawfoot bathtub is positioned on a wooden deck, surrounded by lush vegetation. The warm glow of an illuminated window nearby contrasts with the natural setting as dusk approaches. A cozy, rustic ambiance is created by the blend of greenery and wooden elements.
Cabin in Alonnah
4.95 out of 5 average rating, 1,075 reviews

The Shack - coastal stay with outdoor tub

After arriving on popular Bruny island it is a joy to leave the crowd behind as you wind down the private road through towering trees to the shores of sheepwash bay. Designed with couples in mind the shack is the perfect place for relaxation and romance. Set on the waterfront, in a national park like setting it offers an intimate retreat to call home during your exploration of Bruny Island. Home to the bruny baker you will awaken to the smell of sourdough baking .

Top guest favourite
A tranquil view of the D'Entrecasteaux Channel is captured, displaying soft hues of sunset reflecting on the water. Lush greenery borders the foreground, leading to distant hills and islands, creating a sense of serene isolation within nature.
Cottage in Birchs Bay
5 out of 5 average rating, 114 reviews

Wayward Mariner - Luxury cottage with water views

Ranked No. 4 in Australian Traveller’s Top 15 Airbnbs in Hobart, Wayward Mariner is a romantic country cottage in Birchs Bay with breathtaking views over Bruny Island. Set on 25 acres with four alpacas, this private retreat features a gourmet kitchen, Nectre wood fireplace and a stylish bathroom with underfloor heating. Just 35 minutes from Hobart, it’s the perfect escape for couples or solo travellers seeking beauty, tranquillity, and a touch of magic.

Guest favourite
A freestanding bath is positioned near a large window, offering expansive views of the ocean and surrounding landscape. The serene atmosphere is enhanced by natural light flooding the space, creating a relaxing retreat with scenic vistas.
Home in Alonnah
4.94 out of 5 average rating, 592 reviews

Couple's Getaway on Bruny Island

Stunning views across the channel, towards the Hartz mountains and the Southwest Ranges. You may also be treated to some amazing sunsets. A comfortable and cosy home with indoor and outdoor seating areas. Couples Getaway is in a great location, a 5 minute drive to the winery, 500m to Hotel Bruny and a 500m walk to a 3km trail along the foreshore. A perfect place to relax and unwind. Best suited to younger guests. Wifi now available.

Guest favourite
Home in Great Bay
4.97 out of 5 average rating, 143 reviews

Blyth Retreat, Bruny Island.

Situated in the heart of Great Bay in the centre of Bruny Island you will find Blyth Retreat. This idyllic property boasts an outdoor bath which is surrounded by a private bush setting and water views. You are centrally based to access all that Bruny Island has to offer like Bruny Island Cheese Co (5 minute walk) Cape Queen Elizabeth Walking Track (5 minute drive) The Neck & Truganini Look Out (5 minute drive).

Top guest favourite
A wooden cottage is nestled among lush greenery and vibrant gardens. The entrance features a welcoming porch with seating, surrounded by native plants and shrubs. The cottage's rustic charm is complemented by natural light filtering through the windows, blending the home with its serene outdoor environment.
Guest house in Lunawanna
4.94 out of 5 average rating, 538 reviews

Aalto Cottage - Bed and Breakfast!

Aalto Cottage is a self contained studio cottage situated in Lunawanna on Daniels Bay. This is the quiet, private area of Bruny Island but close to many walks and attractions on the Island. The cottage is near the family home but has many trees and shrubs to provide privacy for guests. We will only interact if you require some help. We are inclusive hosts and welcome people from all walks of life

Top guest favourite
A calm waterfront view is presented, featuring a wooden pier extending into clear blue waters. A small red boat floats nearby, while the shoreline is framed by lush greenery and distant mountains under a clear blue sky.
Guest house in Adventure Bay
4.94 out of 5 average rating, 151 reviews

Beautiful waterfront cottage with stunning views

A modern, tastefully decorated waterfront retreat where couples can relax and enjoy beautiful Adventure Bay. An ideal base to explore Bruny island highlights. The Cottage is within walking distance of Pennicot Tours, stunning bushwalking tracks and sandy beaches.

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