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Search Villas in Shelter Island Heights

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Compare 46 Villas in Shelter Island Heights with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (12)
"Fabulous property! Extremely clean. Very close to Ocean Beach. Plenty of yard space for outdoor activities. Would absolutely recommend."
Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace

Spacious Oceanview Villa (Sleeps 22)

10.0 out of 10, Exceptional, (34)
"Absolutely loved staying here. Katie was super helpful and my group had an amazing time. The house is plenty big for big groups. While my group was supposed to be 16, we only had 8 but it felt even more special! Everyone had their own rooms & thoroughly enjoyed their time. Thank you for being an incredible host, Katie! "
Spacious Oceanview Villa (Sleeps 22)

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
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 Heights

Montauk Manor

3.5 star property
9.2 out of 10, Wonderful, (1111)
"Amazing place! "
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
17 Feb - 18 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.

Frequently asked questions

How much do villas in Shelter Island Heights cost?
Rates for villas in Shelter Island Heights range between and per night. Whatever your budget, you’ll find a place that suits your needs on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best villas in Shelter Island Heights?
You can pick from multiple villas in Shelter Island Heights that have a total average guest review rating of 10.0. Villa Machis is always a hit with travelers. This 3.5-star property features a firepit and a swimming pool. Villa Lavender is another top-rated option. It has a 3.5-star rating and amenities including a garden and a barbecue grill.
How many villas are there in Shelter Island Heights?
Pack your bags and choose from 46 villas in Shelter Island Heights. For a vacation with the family, a romantic break or anything in between, Expedia will help you find an ideal stay in a few simple clicks.
Why book your villa in Shelter Island Heights with Expedia?
Booking a villa in Shelter Island Heights is as simple as entering your travel dates and choosing a place that satisfies your needs. On the lookout for something inexpensive or upscale, or a stay that also includes a pool? Use Expedia’s search filters to narrow your results and find the perfect pad.
How can I find cheap villas in Shelter Island Heights?
A wonderful way to locate cheap villas in Shelter Island Heights is with Expedia’s useful filter tool. Refine your search by amenities, budget and star rating to secure unbeatable deals in just a few keystrokes.