Vacation rentals in Cuttlefish Bay

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Top-rated vacation rentals in Cuttlefish Bay

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Guest favorite

Home in Penneshaw

4.93 out of 5 average rating, 170 reviews

A minute walk to beach, with amazing views.

This newly built property was carefully designed as a holiday home that is sure to impress. Wake up to beautiful views overlooking Penneshaw Beach and Frenchman's Rock. The open plan living, kitchen and dining and extensive decking all enjoy stunning views. This fully equipped holiday home sleeps up to eleven guests. Save on the ferry by leaving your car in Cape Jervis, we are only a 10 minute walk from the Sealink terminal, shops, pub, bottle'o, cafes, takeaway shops, and car rental services.

May 27 – Jun 3

G$30,721 GYD per night

Guest favorite

Cabin in Island Beach

4.92 out of 5 average rating, 275 reviews

Island Beach Cabins-Pelican Cabin at Island Beach

Island Beach Cabins are two self-contained cabins just a few minutes walk to the beautiful and very safe swimming beach. You'll be visited by many wildlife as you relax in your self-contained cabins or on the back deck having a BBQ. It is an easy drive to local wineries and other beaches and only 15mins from the Sealink ferry in Penneshaw or 25mins from the Kingscote Airport.(by car) Pelican is perfect for a couple or a family with a queen bed in one room and four single bunk beds in the other.

Jun 7 – 14

G$17,359 GYD per night

Guest favorite

Cottage in Penneshaw

4.99 out of 5 average rating, 231 reviews

KOKUMI [rich taste,delicious] cosy coastal cottage

Our home is your home! We respect diversity and inclusion, and welcome everyone! Light, bright coastal living cottage, with garden to forage in. We are approx 900m from the local township and shops, situated at the end of a culdesac with no passing traffic. Enjoy full sea views from most rooms, and watch the ferry crossing from the deck. Quality appliances include Miele dishwasher and washing machine and SMEG oven. You are invited to forage in the gardens for veges and herbs. Free wifi too!

Oct 1 – 8

G$41,796 GYD per night

Guest favorite

Home in Muston

4.95 out of 5 average rating, 221 reviews

'of Stone & Wood guesthouse’- amazing views!

A beautifully handcrafted home, made from locally sourced sandstone and reclaimed wood. This house sits amongst 16 acres of private she-oak forest which overlooks beautiful Pelican Lagoon. Large, open plan, split level home which spills out onto spacious terraces and private balcony’s all with superb views over the lagoon. The rooms are minimally furnished, with beautifully crafted handmade reclaimed wood furniture offset with bright ethnic fabrics and rugs sourced from around the world!

Nov 22 – 29

G$28,661 GYD per night

Guest favorite

Tiny home in Deep Creek

5.0 out of 5 average rating, 213 reviews

Deep Creek Tiny House with Stunning Views

Welcome to a hidden gem discreetly and privately located on the edge of the wilderness of Deep Creek National Park. Enjoy the serenity and stunning views across the water to Kangaroo Island from your own scenic deck, whilst living large in a beautifully designed and built tiny house. Deep Creek Tiny House is located on the traditional land of the Kaurna/Ngarrindjeri people, adjacent to the stunning Deep Creek National Park, on the southern-most tip of the Fleurieu Peninsula.

Jan 5 – 12

G$34,940 GYD per night

Guest favorite

Cottage in Second Valley

4.91 out of 5 average rating, 320 reviews

Duckcottage: quaint stone cottage

Duckcottage is a five room stone settlers cottage built in 1853 on five acres of bushland at Second Valley. The property is now a refuge for wildlife so it is NOT suitable for dogs or cats. We call it 'duck' cottage because of the height of the doorways. It has been lovingly restored, and the habitat for birds and native animals has been established through revegetation. The property is secluded (there are no neighbours in sight) but it is a short drive to the beach.

Jan 16 – 23

G$21,875 GYD per night

Guest favorite

Home in Cuttlefish Bay

4.98 out of 5 average rating, 205 reviews

Secluded Grass Tree KI Coastal Retreat - East KI

Immerse yourself in KI's beautiful Dudley Peninsula, with spectacular views across the ocean to Deep Creek. Minutes away visit pristine Antechamber Bay and Chapman River, or lunch at Dudley or False Cape Wines. 12 minutes away, dine at Penneshaw pub, or source local goodies to cook in-house. Relax in comfy living areas, or a generous fully screened deck. Be entranced by local wildlife: kangaroos, wallabies, superb wrens flitting, or even eagles gliding by!

Oct 23 – 30

G$39,967 GYD per night

Guest favorite

Guesthouse in Kingscote

4.89 out of 5 average rating, 446 reviews

The Grain Store - Kangaroo Island Brewery Studio

The Grain Store is a boutique studio style unit located on the western end of the Kangaroo Island Brewery production shed. A one bedroom studio with a queen bed, kitchenette, and a weber q on the deck. We are completely off-grid! A comfy sofa bed and heater for those cold nights. Great panoramic views of Nepean Bay and MacGillivray Hills. Walk to the KIB cellar door in 30 seconds! Just a note for any pet owners- our property is not fully fenced off!

Jul 30 – Aug 6

G$24,113 GYD per night

Guest favorite

Cabin in Pelican Lagoon

4.86 out of 5 average rating, 275 reviews

Swans Studio - Stunning Views to Pelican Lagoon

The studio faces north overlooking Pelican Lagoon with views of the ocean all the way to American River and beyond to backstairs passage. You are secluded in amongst the Mallee trees overlooking the garden and onto the waters of a Marine Sanctuary. Quiet and peaceful, this comfortable light and cozy cabin is one room with a new kitchen and private bathroom. The views from the studio allow you to take in birds, sunrises and star filled night skies

Jun 7 – 14

G$23,658 GYD per night

Guest favorite

Bungalow in Penneshaw

4.92 out of 5 average rating, 200 reviews

Amazing location & views over the bay, free wifi

Western's Rest is a modern, well equipped beach house, brilliantly located over the pristine sands of Penneshaw Bay. Enjoy the sensational views through ceiling to floor windows throughout the house and on the spacious deck. Free WIFI, Smart TV, Netflix Key features: *Huge entertaining deck overlooking the beach and ocean *Adjoining allotment providing plenty of off street parking for vehicles and boats *2 lounge areas

Aug 27 – Sep 3

G$35,754 GYD per night

Guest favorite

Cottage in Penneshaw

4.82 out of 5 average rating, 197 reviews

Beira-Mar - Cozy beachfront getaway for two

Enjoy your morning coffee on the front patio of this small, absolute beachfront cottage with uninterrupted views of the beach. Only 500m from the Penneshaw ferry terminal, Beira-Mar is an original 1-bedroom, quirky beach shack that has been lovingly maintained. Relive the beach holidays of your childhood memories in the best location with easy access to the safe swimming beach. Wave to the ferry and enjoy the sea view!

Sep 19 – 26

G$31,575 GYD per night

Guest favorite

Home in Penneshaw

4.95 out of 5 average rating, 197 reviews

Dolphin Dreams - Kangaroo Island

Time just disappears as you enter Dolphin Dreams. Instantly you will be drawn to the uninterrupted coastal views. Located within walking distance to the centre of Penneshaw. Enjoy the spacious modern design that comfortably accommodates up to two families. The sensational Views at Dolphin Dreams will not disappoint, with luxurious double shower, modern facilities and WiFi. Come and dream away!

Nov 14 – 21

G$43,487 GYD per night