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Search results; Over 1,000 homes in Simpsons Bay

Guest favourite
Cottage in Simpsons Bay
The Stone Cottage - Bruny Island
3 bedrooms, 6 beds, 1.5 private bathrooms
25–30 Aug
,
4.92 out of 5 average rating, 290 reviews
Guest favourite
Cabin in Alonnah
The Shack - coastal stay with outdoor tub
1 bedroom, 1 king bed, WC
21–26 Aug
4.95 out of 5 average rating, 1122 reviews
Top guest favourite
Cabin in Alonnah
The Hide - Private Waterfront Bruny Island.
1 bedroom, 1 queen bed, 1.5 bathrooms
1–6 Aug
4.99 out of 5 average rating, 245 reviews
Top guest favourite
Cabin in Adventure Bay
The Lookout Cabin
1 bedroom, 1 king bed, 1 bathroom
2–7 Aug
4.95 out of 5 average rating, 521 reviews
Top guest favourite
Home in Lunawanna
The Shack
2 bedrooms, 2 queen beds, 1 bathroom
13–18 Aug
5.0 out of 5 average rating, 21 reviews
Top guest favourite
Cottage in Birchs Bay
Wayward Mariner - Luxury cottage with water views
2 bedrooms, 2 king beds, 1 bathroom
2–7 Oct
4.99 out of 5 average rating, 150 reviews
Top guest favourite
Home in Alonnah
Bruny Boathouse
2 bedrooms, 2 beds, 1.5 bathrooms
1–6 Aug
4.97 out of 5 average rating, 423 reviews
Top guest favourite
Home in Alonnah
Luxury Waterfront Home | Steps to Beach & Pub
3 bedrooms, 4 beds, 3 bathrooms
1–6 Aug
5.0 out of 5 average rating, 20 reviews
Top guest favourite
Guest house in Adventure Bay
Private Adventure Bay self contained studio.
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.92 out of 5 average rating, 365 reviews
Guest favourite
Home in Alonnah
Couple's Getaway on Bruny Island
1 bedroom, 1 bed, 1 bathroom
8–13 Sept
4.94 out of 5 average rating, 606 reviews
Guest favourite
Cabin in Alonnah
Lune, lunawoni / Bruny Island
1 bedroom, 1 king bed, 1 bathroom
17–22 Aug
4.92 out of 5 average rating, 198 reviews
Guest favourite
Home in Alonnah
Bruny Island Sunset Retreat
3 bedrooms, 6 beds, 2 bathrooms
7–12 Sept
4.95 out of 5 average rating, 94 reviews
Superhost
Home in Bruny Island
The Izzy Bar ~ stay
1 bedroom, 1 queen bed, 1 bathroom
4–9 Sept
4.82 out of 5 average rating, 288 reviews
Top guest favourite
Guest house in Adventure Bay
Beautiful waterfront cottage with stunning views
1 bedroom, 1 queen bed, 1 bathroom
1–6 Aug
4.94 out of 5 average rating, 181 reviews
Guest favourite
Home in Gordon
The Navigators Rest
1 bedroom, 1 bed, 1 bathroom
1–6 Aug
4.9 out of 5 average rating, 20 reviews
Guest favourite
Home in Middleton
Old Small Fruits Farm Water views to Bruny.
2 bedrooms, 2 beds, 1 bathroom
1–6 Aug
4.91 out of 5 average rating, 78 reviews
Guest favourite
Home in Alonnah
Island Escapes
3 bedrooms, 4 beds, 1 bathroom
31 Aug – 5 Sept
4.83 out of 5 average rating, 54 reviews
Guest favourite
Home in Woodbridge
$179 per Night - Winter Special Starting May 2026
3 bedrooms, 3 beds, 1 bathroom
23–28 Aug
4.89 out of 5 average rating, 140 reviews
Guest favourite
Home in Adventure Bay
Bush and Beach Family Retreat
3 bedrooms, 6 beds, 2 bathrooms
17–22 Aug
4.89 out of 5 average rating, 139 reviews