Book Villas in Shelter Island

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Featured Villas in Shelter Island

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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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Shelter Island Villa Rentals

Wake up, stretch, and pad across the bedroom to your kitchen. You’ve got a busy day of exploring ahead, and you’ll face it best with a mug of piping hot coffee in your hand. Look out the window at the rising sun and take a deep breath.

This can be your life if you rent a villa in Shelter Island. Once upon a time, villas were huge Roman buildings owned by the wealthiest citizens. These days, you can still find palatial villas—but there’s smaller, cozier options to choose from as well.

What makes villas so special? First, they offer you and your travel group privacy and space. After a long day of exploring Shelter Island, a villa truly becomes your home away from home. Lay down in one of the bedrooms for a midday catnap, then make use of the fully stocked kitchen and craft a culinary masterpiece to serve up on the private patio. Your companions will be talking about it for years to come.

Do you want to really treat yourself during your time in Shelter Island? Go for it. Luxury villas will make you feel like a million bucks as you sip champagne on a balcony, or cozy up with your someone special and take in the classy artwork. Put that big marble tub to good use. The more fragrant bath salts, the merrier!

At Travelocity, we offer the vacation villa options you want, with a number of villas available for rent in Shelter Island. Get the most out of your time in this fascinating city, wise wanderer, and browse our available villas today.

Shelter Island Villas essential information

Accommodation
47 Villas
Lowest Price
CA $87
Highest Price
CA $376
Popular accommodation
1.5 Acre Luxury Escape - Saltwater Pool with Water Views, Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach, New Construction Greenport Pool House - 3 Blocks from Town, Villa Direen Modern East Hampton Villa, Villa Flasses, Iconic Charles Moore Springs home with dock and our home is pet-friendly, Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach, Waterfront Villa with Private Beach in Montauk, Luxurious beach house on the Long Island sound, Live on the Water: Dock, Beach, Boat, Kayak & Fish, Villa Roman, MODERN 5 BEDROOM MONTAUK BEACH HOME