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Search results showing properties in Shelter Island Heights, New York, United States of America

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Photo gallery for The Ultimate Beach House

Private Pool with Ample Seating
House · 10 min walk to Menhadden Lane Beach

The Ultimate Beach House

Sleeps 15 · 7 bedrooms · 4 bathrooms
Private host
10 out of 10
exceptional
(2 reviews)
Unavailable
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Photo gallery for Kick back and unwind

Living area
Premier Host
House · 2 min drive to the beach

Kick back and unwind

Sleeps 6 · 3 bedrooms · 2+ bathrooms
Private host
10 out of 10
exceptional
(8 reviews)
Unavailable
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Photo gallery for Shelter Island Retreat With Pool ...A Stone's Throw Away From The Beach!

Crystal Clear Sparkling Gunite Pool
House · 3 min drive to the beach

Shelter Island Retreat With Pool ...A Stone's Throw Away From The Beach!

Sleeps 7 · 3 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(9 reviews)
Unavailable
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House · 15 min walk to Sunset Beach

Relax and Enjoy!

Sleeps 10 · 4 bedrooms · 4 bathrooms
Private host
10 out of 10
exceptional
(8 reviews)
Unavailable
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House · 7 min walk to Sunset Beach

Shore House - A Luxury Beach Retreat

Sleeps 8 · 4 bedrooms · 4 bathrooms
Private host
Unavailable
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House · 2 min drive to the beach

NEWLY RENOVATED WITH POOL, HOT TUB, AND FIREPLACE!

Sleeps 6 · 3 bedrooms · 2 bathrooms
Private host
9.8 out of 10
exceptional
(37 reviews)
Unavailable
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House · 3 min drive to the beach

Shelter Island Waterfront Home!

Sleeps 10 · 5 bedrooms · 4 bathrooms
Private host
9.8 out of 10
exceptional
(8 reviews)
Unavailable
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House · 4 min drive to the beach

Ideal for 2 families, private, pool, close to beaches and marina Sleeps 12

Sleeps 12 · 6 bedrooms · 3 bathrooms
Private host
10 out of 10
exceptional
(1 review)
Unavailable
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House · 4 min drive to the beach

Charming updated home with pool on quiet street. Near Silver Beach

Sleeps 8 · 3 bedrooms · 2 bathrooms
Private host
10 out of 10
exceptional
(13 reviews)
Unavailable
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House · 9 min walk to Shell Beach

Lovely Shelter Island cottage with panoramic bay views, secluded, screened...

Sleeps 8 · 4 bedrooms · 2 bathrooms
9.8 out of 10
exceptional
(9 reviews)
Unavailable
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House · 3 min drive to the beach

Cozy Ranch five minutes from Mashomack Preserve, beaches and miniature golf.

Sleeps 4 · 2 bedrooms · 1 bathroom
Private host
10 out of 10
exceptional
(1 review)
Unavailable
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House · 4 min drive to the beach

Shelter Island Retreat w/ Outdoor Pool!

Sleeps 10 · 5 bedrooms · 6+ bathrooms
10 out of 10
exceptional
(1 review)
Unavailable
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House · 4 min drive to the beach

Beautiful, quiet, private, short walk to the beach.

Sleeps 6 · 3 bedrooms · 3 bathrooms
Private host
10 out of 10
exceptional
(87 reviews)
Unavailable
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House · 3 min drive to the beach

NEW RENTAL! Gorgeous Traditional w/ Pool, 2 minutes from Beaches, Golf, Tennis

Sleeps 8 · 4 bedrooms · 3+ bathrooms
Private host
10 out of 10
exceptional
(1 review)
Unavailable
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House · 4 min walk to Crescent Beach

Stunning Shelter Island Estate

Sleeps 14 · 8 bedrooms · 6+ bathrooms
Private host
10 out of 10
exceptional
(28 reviews)
Unavailable
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House · 2 min drive to the beach

Shelter Island high on the hill ! Acre + 3 bed 2 bath spacious, water view.

Sleeps 6 · 3 bedrooms · 2+ bathrooms
Private host
10 out of 10
exceptional
(3 reviews)
Unavailable
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House · 2 min drive to the beach

Family friendly home near beach with wonderful deck!

Sleeps 8 · 4 bedrooms · 2 bathrooms
Private host
9.8 out of 10
exceptional
(12 reviews)
Unavailable
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House · 3 min drive to the beach

Peaceful and Private Shelter Island Getaway

Sleeps 5 · 3 bedrooms · 2 bathrooms
Private host
10 out of 10
exceptional
(47 reviews)
Unavailable
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