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Search Villas in Shelter Island

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Compare 44 Villas in Shelter Island with updated reviews, rates, and availability.

New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

10.0 out of 10, Exceptional, (1)
"Very nice house In great shape and outstanding pool area."
1.5 Acre Luxury Escape - Saltwater Pool with Water Views

Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

10.0 out of 10, Exceptional, (17)
"This is a large and extremely comfortable house. The owner is attentive to any questions you might have. LOVED spending time there. "
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

Villa Flasses

3.0 star property
Villa Flasses

Villa Direen Modern East Hampton Villa

3.5 star property
Villa Direen Modern East Hampton Villa

Villa Spectrum

3.5 star property
Villa Spectrum

Villa Edwards Hole

3.0 star property
Villa Edwards Hole

Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach

Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach

Luxurious beach house on the Long Island sound

Luxurious beach house on the Long Island sound

Villa Keylime

2.0 star property
Villa Keylime

Villa Victoria: Your Exquisite Luxury Retreat in Bridgehampton

2.0 star property
Villa Victoria: Your Exquisite Luxury Retreat in Bridgehampton

MODERN 5 BEDROOM MONTAUK BEACH HOME

MODERN 5 BEDROOM MONTAUK BEACH HOME

Waterfront Villa with Private Beach in Montauk

Waterfront Villa with Private Beach in Montauk

Villa Coastal Bliss

Villa Coastal Bliss

Villa Gally

2.0 star property
Villa Gally

YOU CAN WATCH THE SUNRISE FROM YOUR BALCONY

YOU CAN WATCH THE SUNRISE FROM YOUR BALCONY

Villa Emery

2.0 star property
Villa Emery

Chic Modern Retreat In Wainscott

Chic Modern Retreat In Wainscott

Experience Serene Luxury: Villa Direen, Your East Hampton Escape

2.0 star property
Experience Serene Luxury: Villa Direen, Your East Hampton Escape

Discover Luxury and Serenity at Villa Edwards Hole in East Hampton

2.0 star property
Discover Luxury and Serenity at Villa Edwards Hole in East Hampton
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

3.5 star property
9.2 out of 10, Wonderful, (1111)
"Nice, pleasant, staff was warm and friendly "
The price is AED 481
AED 621 total
includes taxes & fees
18 Feb - 19 Feb
Montauk Manor

Montauk Oceanside Suites

3.0 star property
8.4 out of 10, Very Good, (361)
"I rented a room with a kitchen. And all it had was a fridge and microwave… otherwise I love it there"
The price is AED 412
AED 507 total
includes taxes & fees
27 Feb - 28 Feb
Montauk Oceanside Suites

Windward Shores Ocean Resort

3.0 star property
8.8 out of 10, Excellent, (271)
"Beautiful location, clean property, and nice staff. Just hard to turn in to the parking lot but not much that the hotel can do for that. The private beach is stunning. "
The price is AED 484
AED 632 total
includes taxes & fees
18 Feb - 19 Feb
Windward Shores Ocean Resort
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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