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Search Villas in Shelter Island Heights

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Compare 49 Villas in Shelter Island Heights with updated reviews, rates, and availability.

Spacious Oceanview Villa (Sleeps 22)
Living area
Spacious Oceanview Villa (Sleeps 22)
10.0 out of 10, Exceptional, (29)
"The house was perfect for a large group! We used it for our wedding party and the house was awesome. Had everything we could have needed. Katie was an awesome host and is very responsive! Would 1000% recommend!!!"
The price is SAR 1,990
SAR 3,773 total
includes taxes & fees
25 Nov - 26 Nov
Spacious Oceanview Villa (Sleeps 22)
1.5 Acre Luxury Escape - Saltwater Pool with Water Views
Pool
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
Exterior
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
10.0 out of 10, Exceptional, (15)
"It was perfect "
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace
Front of the house
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
New Construction Greenport Pool House - 3 Blocks from Town
Pool
New Construction Greenport Pool House - 3 Blocks from Town
New Construction Greenport Pool House - 3 Blocks from Town
Villa Direen Modern East Hampton Villa
Exterior
Villa Direen Modern East Hampton Villa
3.5 star property
Villa Direen Modern East Hampton Villa
Villa Flasses
Pool
Villa Flasses
3.0 star property
Villa Flasses
Iconic Charles Moore Springs home with dock and our home is pet-friendly
Miscellaneous
Iconic Charles Moore Springs home with dock and our home is pet-friendly
2.0 star property
10.0 out of 10, Exceptional, (1)
"My family really enjoyed staying at this special property, and the direct access to the water was icing on the cake! Britta was a fantastic, responsive host."
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
Exterior
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
Miscellaneous
Waterfront Villa with Private Beach in Montauk
Waterfront Villa with Private Beach in Montauk
Luxurious beach house on the Long Island sound
Living area
Luxurious beach house on the Long Island sound
Luxurious beach house on the Long Island sound
Live on the Water: Dock, Beach, Boat, Kayak & Fish
Property grounds
Live on the Water: Dock, Beach, Boat, Kayak & Fish
10.0 out of 10, Exceptional, (1)
"I have rented many houses in the Hamptons and this was the best by far! Family friendly, great hosts and magical spot!"
Live on the Water: Dock, Beach, Boat, Kayak & Fish
MODERN 5 BEDROOM MONTAUK BEACH HOME
Living area
MODERN 5 BEDROOM MONTAUK BEACH HOME
MODERN 5 BEDROOM MONTAUK BEACH HOME
Chic Modern Retreat In Wainscott
Exterior
Chic Modern Retreat In Wainscott
Chic Modern Retreat In Wainscott
Villa Lavender
Pool
Villa Lavender
3.5 star property
Villa Lavender
Hilltop Villa overlooking the Harbor with gorgeous sunsets
Exterior
Hilltop Villa overlooking the Harbor with gorgeous sunsets
Hilltop Villa overlooking the Harbor with gorgeous sunsets
Villa Nostro Palazzo
Terrace/patio
Villa Nostro Palazzo
4.0 star property
Villa Nostro Palazzo
Villa Vajra
Exterior
Villa Vajra
3.5 star property
Villa Vajra
Villa Sofia
Outdoor pool
Villa Sofia
3.5 star property
Villa Sofia
Villa Isaiah
Front of property
Villa Isaiah
3.5 star property
Villa Isaiah
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
Exterior
Montauk Manor
3.5 star property
9.2 out of 10, Wonderful, (1069)
"Absolutely everything my girlfriend and I could have asked for. Will be happy to return one day!"
The price is SAR 549
SAR 700 total
includes taxes & fees
26 Nov - 27 Nov
Montauk Manor
Montauk Oceanside Suites
Front of property
Montauk Oceanside Suites
3.0 star property
8.4 out of 10, Very Good, (338)
"All very good!"
The price is SAR 433
SAR 531 total
includes taxes & fees
26 Nov - 27 Nov
Montauk Oceanside Suites
Windward Shores Ocean Resort
Property grounds
Windward Shores Ocean Resort
3.0 star property
8.8 out of 10, Excellent, (262)
"smooth check in, very clean place, via text comunication extremely effective, we also loved the small kitchen in the room, ideal for some coffee making or warming ubp a bite we simply loved the place."
The price is SAR 474
SAR 623 total
includes taxes & fees
3 Dec - 4 Dec
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 SAR 1,990 and SAR 1,990 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?
Shelter Island Heights has multiple villas with a total average guest review rating of 10.0. Villa Machis is a popular option with seasoned Expedia guests. Visitors of this 3.5-star getaway will enjoy amenities such as a firepit and a dock. Villa Lavender is another top-rated stay. This 3.5-star villa comes with a barbecue grill and a terrace, among plenty of other conveniences.
How many villas are there in Shelter Island Heights?
Pack your bags and choose from 49 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.