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Shelter Island Rentals

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Price range

Per night

$10 - $500

Shelter Island Rentals

327 houses

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

Shelter Island house

4 bedrooms / 3 bathrooms / Sleeps 8

$286

1 / 30

NEW! Luxury 4BR ‘Shelter Island Hideaway’ w/ Pool!

Shelter Island house

4 bedrooms / 4 bathrooms / Sleeps 10

Responds fast! avg. 14 minutes

$495

1 / 26

Sunshine Bungalow Shelter Island Retreat

Shelter Island house

2 bedrooms / 1 bathroom / Sleeps 6

Responds fast! avg. 3 hours 54 minutes

$500

1 / 26

NEW! Romantic Shelter Island Cottage w/ Pools!

Shelter Island Heights cottage

2 bedrooms / 2 bathrooms / Sleeps 6

Responds fast! avg. 23 minutes

$385

1 / 24

Waterfront Charmer on idyllic Shelter Island

Shelter Island house

3 bedrooms / 3 bathrooms / Sleeps 8

$928

1 / 19

55 Shore

Shelter Island Heights villa

6 bedrooms / 5 bathrooms / Sleeps 12

Responds fast! avg. 42 minutes

$4,000

1 / 49

Fabulous Beach Getaway

Shelter Island house

3 bedrooms / 2 bathrooms / Sleeps 6

$643

1 / 25
Viewing 38 of 327
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