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Search results; 286 homes in Smith Island

Top guest favourite

Cottage in Smith Island

Levering Creek Cottage with private dock

2 bedrooms, 2 beds, 1 private bathroom

8–13 Aug

$1,216 SGD for 5 nights

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4.97 out of 5 average rating, 263 reviews

Top guest favourite

Home in Smith Island

Island Time (whole house rental)

5 bedrooms, 9 beds, 5.5 bathrooms

24–29 Aug

$4,269 SGD for 5 nights

4.96 out of 5 average rating, 69 reviews

Guest favourite

Cottage in Smith Island

Pet-Friendly Smith Island Cottage w/ Golf Cart!

2 bedrooms, 3 beds, 1 bathroom

17–22 Aug

4.97 out of 5 average rating, 38 reviews

Top guest favourite

Home in Smith Island

Come enjoy Summer on Smith Island at the HH Ranch

1 bedroom, 2 beds, 1 bathroom

1–6 Aug

4.96 out of 5 average rating, 23 reviews

Guest favourite

Cottage in Smith Island

IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental

3 bedrooms, 4 beds, 1.5 bathrooms

20–25 Aug

$1,334 SGD for 5 nights

5.0 out of 5 average rating, 64 reviews

Home in Smith Island

Shady's Bayside Retreat

3 bedrooms, 5 beds, 1.5 bathrooms

3–8 Aug

$1,471 SGD for 5 nights

5.0 out of 5 average rating, 3 reviews

Home in Smith Island

The Pirates House Lands End

1 bedroom, 2 queen beds, 1 bathroom

6–11 Aug

$1,459 SGD for 5 nights

Home in Smith Island

Pelican Cove *Pet Friendly*Golf Cart*Boat Slip

2 bedrooms, 3 beds, 1 bathroom

9–14 Aug

$1,243 SGD for 5 nights

4.8 out of 5 average rating, 5 reviews

Top guest favourite

Home in TYLERTON

3 bedroom/2.5 bath Smith Island bungalow with dock

3 bedrooms, 4 beds, 2.5 bathrooms

30 Aug – 4 Sept

$1,213 SGD for 5 nights

4.96 out of 5 average rating, 148 reviews

Top guest favourite

Home in Smith Island

Discover Smith Island! (But breakfast first)

2 bedrooms, 3 beds, 1 bathroom

1–6 Aug

5.0 out of 5 average rating, 30 reviews

Guest favourite

Home in Smith Island

Smith Island Spectacular Sunsets!

4 bedrooms, 7 beds, 2 bathrooms

15–20 Aug

$1,254 SGD for 5 nights

4.83 out of 5 average rating, 86 reviews

Top guest favourite

Cabin in Tangier

Beach Road Oasis, Tangier Island, VA

3 bedrooms, 4 beds, 1 bathroom

16–21 Aug

$1,216 SGD for 5 nights

4.98 out of 5 average rating, 41 reviews

Top guest favourite

Home in Tangier

Hope Haven Cottage

2 bedrooms, 5 beds, 1 bathroom

9–14 Aug

$1,299 SGD for 5 nights

5.0 out of 5 average rating, 63 reviews

Cottage in Reedville

The Beach Next Door

3 bedrooms, 3 beds, 2 bathrooms

16–21 Aug

$2,378 SGD for 5 nights

New place to stay

Guest favourite

Home in Crisfield

BayTime

3 bedrooms, 7 beds, 2 bathrooms

10–15 Aug

$1,086 SGD for 5 nights

4.79 out of 5 average rating, 150 reviews

Guest favourite

Home in Scotland

Ocean View

3 bedrooms, 4 beds, 2 bathrooms

17–22 Aug

$2,230 SGD for 5 nights

5.0 out of 5 average rating, 7 reviews

Guest favourite

Home in Tangier

Central & Quaint Island House

3 bedrooms, 3 beds, 1 bathroom

24–29 Aug

$973 SGD for 5 nights

4.79 out of 5 average rating, 29 reviews

Top guest favourite

Home in Tangier

Island Oasis, Tangier Island, Virginia

3 bedrooms, 3 beds, 1 bathroom

30 Aug – 4 Sept

$1,406 SGD for 5 nights

5.0 out of 5 average rating, 162 reviews

Guest favourite

Home in Reedville

Nautical Farmhouse Reedville VA, Sleeps 8 / 3 Bdrm

3 bedrooms, 5 beds, 2 bathrooms

1–6 Aug

$1,922 SGD for 5 nights

4.98 out of 5 average rating, 107 reviews