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Shelter Island Rentals

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Shelter Island Rentals

344 houses

$291

WATERFRONT Estate on Shelter Island. Fully Renovated. 100 Ft DOCK

Shelter Island house

4 bedrooms / 3 bathrooms / sleeps 8

$291

1 / 30

$500

Sunshine Bungalow Shelter Island Retreat

Shelter Island house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 3 hours 54 minutes

$500

1 / 26

$495

Luxurious ‘Shelter Island Hideaway’ w/ Pool!

Shelter Island house

4 bedrooms / 4 bathrooms / sleeps 10

Responds fast! avg. 1 hour 5 minutes

$495

1 / 26

$385

Romantic Shelter Island Cottage w/2 Pools & a Pond

Shelter Island Heights cottage

2 bedrooms / 2 bathrooms / sleeps 6

Responds fast! avg. 1 hour 5 minutes

$385

1 / 24

$929

Waterfront Charmer on idyllic Shelter Island

Shelter Island house

3 bedrooms / 3 bathrooms / sleeps 8

$929

1 / 19

$612

NEW! Bungalow No 6 Shelter Island Retreat

Shelter Island Heights bungalow

2 bedrooms / 2 bathrooms / sleeps 6

$612

1 / 35

$4,000

55 Shore

Shelter Island Heights villa

6 bedrooms / 5 bathrooms / sleeps 12

Responds fast! avg. 57 minutes

$4,000

1 / 49

$564

Fabulous Beach Getaway

Shelter Island house

3 bedrooms / 2 bathrooms / sleeps 6

$564

1 / 24
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