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Compare 45 Villas in Shelter Island with updated reviews, rates, and availability.
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
10.0 out of 10, Exceptional, (1)
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
10.0 out of 10, Exceptional, (17)
New Construction Greenport Pool House - 3 Blocks from Town
New Construction Greenport Pool House - 3 Blocks from Town
Villa Direen Modern East Hampton Villa
Villa Direen Modern East Hampton Villa
Villa Flasses
Villa Flasses
Iconic Charles Moore Springs home with dock and our home is pet-friendly
Iconic Charles Moore Springs home with dock and our home is pet-friendly
10.0 out of 10, Exceptional, (1)
Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach
Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach
Waterfront Villa with Private Beach in Montauk
Waterfront Villa with Private Beach in Montauk
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Other property types in Shelter Island
Montauk Manor
Montauk Manor
9.2 out of 10, Wonderful, (1084)
The price is AED 634
AED 795 total
includes taxes & fees
24 Dec - 25 Dec
Montauk Oceanside Suites
Montauk Oceanside Suites
8.4 out of 10, Very Good, (347)
The price is AED 472
AED 575 total
includes taxes & fees
30 Dec - 31 Dec
Windward Shores Ocean Resort
Windward Shores Ocean Resort
8.8 out of 10, Excellent, (264)
The price is AED 464
AED 609 total
includes taxes & fees
5 Jan - 6 January 2025
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Recent reviews of Shelter Island hotels
Recent reviews of Shelter Island hotels
5/5 Excellent
"Very quiet and clean. Only issue is that the rooms have no microwave "
A verified traveler stayed at Budget Host East End Hotel in Riverhead
Posted 20 hours ago
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