Simpsons Bay Holiday Rentals from €97: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Simpsons Bay has to offer?

Cedar Cottages Blackmans Bay : This holiday home rental outside of Simpsons Bay is located by the ocean, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as a garden.

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Simpsons Bay holiday rentals

A spacious indoor area with a wooden deck, a dining table, and chairs.

1. 43 Degrees Bruny Island

Adventure Bay

David

includes taxes & fees

22 Oct - 23 Oct

A beach with a fallen tree, clear blue water, and a distant shoreline.

2. Snug Beach Cabin And Caravan Park

Snug

Laurie

includes taxes & fees

17 Oct - 18 Oct

A wooden kitchen with a dining table and chairs, large windows, and wooden cabinets.

3. The Cabin-Wake up to the sound of native birdlife.

Flowerpot

Louise M.

includes taxes & fees

22 Oct - 23 Oct

A modern building with a flat roof, large windows, and a covered patio area.

4. $199 per night - Spring Special 2026. Channel Cabin Woodbridge

Woodbridge

DAVID A.

includes taxes & fees

16 Oct - 17 Oct

A wooden deck with a table and bench, overlooking a scenic view of trees and a body of water.

5. Bruny Seaview Escape Alonnah

Alonnah

includes taxes & fees

28 Oct - 29 Oct

A wooden deck with a glass railing, a table, and chairs.

6. cosy cottage with wood heater, surrounded by bushland

Middleton

Allyson S.

includes taxes & fees

28 Oct - 29 Oct

A modern living room with a fireplace, a sofa with yellow cushions, and a view of the outdoors.

7. Driftwood Cottages

Dover

Brian

includes taxes & fees

22 Oct - 23 Oct

A coastal landscape with a beach, rocky shoreline, and a tree in the foreground.

8. Cedar Cottages Blackmans Bay

Blackmans Bay

Sally

includes taxes & fees

19 Oct - 20 Oct

View all properties

Find holiday rentals that suit your style

Apartments

Condos

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Simpsons Bay Hotel Reviews

Roaring Beach Retreat - pet friendly, beachfront

10/10 Excellent

"Beautiful clean house with great facilities. Honni was very responsive to messages to help us find a dog sitter for a day to visit the Hastings caves. Highly recommend."

The Long Table House | Waterfront | Beach Access | Pool | Firepit

10/10 Excellent

"Great house that accommodated 2 families very comfortably. The kids loved the pool. The separated areas meant there was plenty of room for the kids, but also space for the adults. Amazing views and proximity to the water and walks. Kitchen well stocked too. We'd love to visit again in future."

Find out more about Simpsons Bay

Everything you need to know about Simpsons Bay holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Simpsons Bay holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Simpsons Bay holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Simpsons Bay holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Simpsons Bay. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Simpsons Bay holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Simpsons Bay holiday rentals we have selected for you start as low as €97 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Simpsons Bay rentals

At Expedia, we put the best Simpsons Bay holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Simpsons Bay rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Simpsons Bay holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Simpsons Bay. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a holiday rental in Simpsons Bay?

Yes, there are holiday rentals close to the most popular sights in Simpsons Bay, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Simpsons Bay has to offer?

Cedar Cottages Blackmans Bay: This holiday home rental outside of Simpsons Bay is located by the ocean, and has a balcony, a terrace and a BBQ to put you at ease in your new surroundings. Amenities such as a coffee maker and free parking are also available for your convenience. You and your friends and family can relax into your holiday with amenities such as a garden.

What’s there to see and do in Simpsons Bay?

Sheepwash Bay Conservation Area and Simpsons Bay Conservation Area are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Simpsons Point Marine Conservation Area and Bruny Island Premium Wines.

What’s a holiday rental in Simpsons Bay like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Simpsons Bay. Holiday rentals offer extras such as laundry facilities and kitchens so you'll have everything you need. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy reception areas while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a great choice for small groups.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates