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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 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)
The price is $607
avg per night
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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
10 out of 10 Exceptional (6 reviews)
The price is $495
avg per night
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Photo gallery for Peaceful and Private Shelter Island Getaway

Front entrance
House · 3 min drive to the beach

Peaceful and Private Shelter Island Getaway

Sleeps 5 · 3 bedrooms · 2 bathrooms
10 out of 10 Exceptional (47 reviews)
The price is $275
avg per night
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House · 15 min walk to Sunset Beach

Relax and Enjoy!

Sleeps 10 · 4 bedrooms · 4 bathrooms
10 out of 10 Exceptional (8 reviews)
The price is $1,586
avg per night
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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)
The price is $654
avg per night
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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
10 out of 10 Exceptional (1 review)
The price is $720
avg per night
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House · 4 min drive to the beach

Newly renovated! Quiet, private, short walk to the beach.

Sleeps 6 · 3 bedrooms · 3 bathrooms
10 out of 10 Exceptional (86 reviews)
The price is $600
avg per night
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House · 4 min walk to Crescent Beach

Stunning Shelter Island Estate

Sleeps 14 · 8 bedrooms · 6+ bathrooms
10 out of 10 Exceptional (26 reviews)
The price is $2,375
avg per night
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House · 12 min walk to Sunset Beach

Beat the Heat @ this Shelter Island Gem!

Sleeps 6 · 3 bedrooms · 2 bathrooms
9.6 out of 10 Exceptional (15 reviews)
The price is $1,131
avg per night
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House · 5 min drive to the beach

Stunning Waterfront Estate House with 270 degree sea views on 7 private acres

Sleeps 8 · 4 bedrooms · 3 bathrooms
10 out of 10 Exceptional (10 reviews)
The price is $2,184
avg per night
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House · 4 min drive to the beach

Very Large, Comfortable, Victorian 4 Bedroom House + Beach Club

Sleeps 6 · 4 bedrooms · 2 bathrooms
9.4 out of 10 Exceptional (7 reviews)
The price is $642
avg per night
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House · 9 min walk to Shell Beach

Views of beautiful Shelter Island Beach Front Tastefully renovated 1929 Cape.

Sleeps 8 · 4 bedrooms · 3 bathrooms
10 out of 10 Exceptional (7 reviews)
The price is $887
avg per night
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House · 2 min drive to the beach

Renovated and Spacious Summer Home with Water View on Picturesque Island.

Sleeps 10 · 4 bedrooms · 3 bathrooms
9.0 out of 10 Wonderful (39 reviews)
The price is $787
avg per night
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Cottage · 11 min walk to Sunset Beach

650 YARDS TO SUNSET BEACH !

Sleeps 4 · 2 bedrooms · 1+ bathroom
The price is $362
avg per night
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House · 2 min drive to the beach

Spacious Modern on wooded lot - 5 min from beach!

Sleeps 8 · 4 bedrooms · 3+ bathrooms
The price is $875
avg per night
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House · 3 min drive to the beach

Explore the Hampton in this Shelter Island Getaway. Weekly Bookings

Sleeps 6 · 3 bedrooms · 2 bathrooms
10 out of 10 Exceptional (12 reviews)
The price is $686
avg per night
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House · 14 min walk to Menhadden Lane Beach

Designer’s, artful home steps to the beach in Shelter Island

Sleeps 7 · 4 bedrooms · 2+ bathrooms
The price is $986
avg per night
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House · 2 min drive to the beach

Tennis Court, Open and Spacious Living and Dining Areas, Close Proximity to...

Sleeps 10 · 5 bedrooms · 4 bathrooms
The price is $1,568
avg per night
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