Compare Shelter Island Heights Villas

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Featured Villas in Shelter Island Heights

Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace

Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace

At this villa, guests have access to laundry facilities, local meal delivery service, and a garden. This smoke-free villa also has barbecue grills.
Kitchen
Washer
Spacious Oceanview Villa (Sleeps 22)

Spacious Oceanview Villa (Sleeps 22)

At this villa, guests have access to an arcade/game room, laundry facilities, and a garden. This beach villa also has barbecue grills.
Pool
Kitchen
Hampton Private Retreat - last minute offer June 23-

Hampton Private Retreat - last minute offer June 23-

Guests of this villa enjoy features like a gym, a hot tub, and laundry facilities. Additional amenities include a garden and barbecue grills.
Pool
Hot Tub
1.5 Acre Luxury Escape - Saltwater Pool with Water Views

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

At this villa, guests have access to an outdoor pool, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Pool
Kitchen
New Construction Greenport Pool House - 3 Blocks from Town

New Construction Greenport Pool House - 3 Blocks from Town

Guests of this villa enjoy features like an outdoor pool, a hot tub, and laundry facilities. Additional amenities include barbecue grills and a garden.
Pool
Hot Tub
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

Guests staying at this villa enjoy a hot tub, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
Pool
Hot Tub
Villa Direen Modern East Hampton Villa

Villa Direen Modern East Hampton Villa

3.5 out of 5
137 Stephen Hands Path, East Hampton, NY
Guests staying at this villa can enjoy an outdoor pool, a garden, and a picnic area. You can take advantage of free parking, along with an airport shuttle (available on request) for USD 200 per vehicle. This villa also has barbecue grills.
Pool
Washer
Villa Flasses

Villa Flasses

3 out of 5
94 Spring Pond Ln, Southampton, NY
Guests staying at this villa can enjoy an outdoor pool, a picnic area, and a garden. There's free parking, and an airport shuttle (available on request) for USD 200 per vehicle. This villa also has barbecue grills.
Pool
Parking included
Villa Isaiah

Villa Isaiah

3.5 out of 5
286 Montauk Highway, Southampton, NY
Guests of this villa enjoy features like an outdoor pool, free WiFi in public areas, and free newspapers. Free valet and self parking are available—or if you're not driving, take the airport shuttle (available on request) for USD 200 per vehicle. Staff members are on hand to provide dry cleaning/laundry services, concierge services, and luggage storage. Additional amenities include laundry facilities, barbecue grills, and a picnic area.
Pool
Kitchen
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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.

Hotel Options in Shelter Island Heights

    The Pridwin Hotel

    The Pridwin Hotel

    81 Shore Road, Shelter Island Heights, NY
    9.4/10 Exceptional! (59 reviews)
    The Chequit

    The Chequit

    23 Grand Ave, Shelter Island Heights, NY
    8.6/10 Excellent! (29 reviews)
    Montauk Yacht Club

    Montauk Yacht Club

    32 Star Island Rd, Montauk, NY
    8.4/10 Very Good! (999 reviews)

Luxury Villas

Book luxury villas in Shelter Island Heights
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Shelter Island Heights. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Shelter Island Heights, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Shelter Island Heights
You won’t have a problem finding your own space in Shelter Island Heights. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Shelter Island Heights on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Shelter Island Heights rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Shelter Island Heights Villas essential information

Accommodation
41 Villas
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Highest Price
Popular accommodation
Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace , Spacious Oceanview Villa (Sleeps 22), Hampton Private Retreat - last minute offer June 23-, 1.5 Acre Luxury Escape - Saltwater Pool with Water Views, New Construction Greenport Pool House - 3 Blocks from Town, Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach, Villa Direen Modern East Hampton Villa, Villa Flasses, Villa Isaiah

Villas in Shelter Island Heights

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