Photo by Erisa Dilo

Search Villas in Shelter Island Heights

Start date: Check-in selected.
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
19 Sep - 21 Sep
In two months
31 Oct - 2 Nov
In three months
28 Nov - 30 Nov
In four months
26 Dec - 28 Dec

Villas in Shelter Island Heights

Our top choices for Shelter Island Heights villas

Spacious Oceanview Villa (Sleeps 22)
Pool

Spacious Oceanview Villa (Sleeps 22)

10.0 out of 10, Exceptional, (41)
"Perfect for a larger group"
The price is SAR 3,467
SAR 5,558 total
includes taxes & fees
3 Sep - 4 Sep
Spacious Oceanview Villa (Sleeps 22)
Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace
Outdoor dining

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

10.0 out of 10, Exceptional, (16)
"This is a gorgeous, comfortable, well-maintained property and everything was perfect. We all agreed we would love to stay here again! Check-out was listed as 10 AM but we pre-arranged to check-out at noon for no additional charge. "
Waterfront Holiday Vacation Villa New England - 2 min from Ocean W/ fireplace
Hampton Private Retreat - last minute offer June 23-
Exterior

Hampton Private Retreat - last minute offer June 23-

10.0 out of 10, Exceptional, (19)
"We enjoyed Connie’s beautiful home. The kitchen was fully stocked, the bedrooms were very comfortable and the location was perfect. My family would definitely stay here again!"
Hampton Private Retreat - last minute offer June 23-
New Construction Greenport Pool House - 3 Blocks from Town
Outdoor pool, a heated pool

New Construction Greenport Pool House - 3 Blocks from Town

10.0 out of 10, Exceptional, (1)
"This was a great house for a large group! It was clean, and the backyard was perfect for our group to enjoy. The host was quick to respond to any questions we had. "
New Construction Greenport Pool House - 3 Blocks from Town
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
Interior

Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

10.0 out of 10, Exceptional, (17)
"House was amazing and owner was fantastic! Highly recommend!!!"
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
Iconic Charles Moore Springs home with dock and our home is pet-friendly
Interior

Iconic Charles Moore Springs home with dock and our home is pet-friendly

2.0 star property
10.0 out of 10, Exceptional, (2)
"Lovely place! We hope to stay there again sometime soon!"
Iconic Charles Moore Springs home with dock and our home is pet-friendly
Villa Direen Modern East Hampton Villa
Villa, Garden View | Living area

Villa Direen Modern East Hampton Villa

3.5 star property
Villa Direen Modern East Hampton Villa
Villa Flasses
Outdoor pool

Villa Flasses

3.0 star property
Villa Flasses
Southampton Paradise with Saltwater Pool & Spa & 3 minutes to Best Beach in USA
TV, fireplace

Southampton Paradise with Saltwater Pool & Spa & 3 minutes to Best Beach in USA

Southampton Paradise with Saltwater Pool & Spa & 3 minutes to Best Beach in USA
TBD by Rove Travel 7BR Pool Hot Tub
Villa | 7 bedrooms, Internet

TBD by Rove Travel 7BR Pool Hot Tub

2.0 star property
TBD by Rove Travel 7BR Pool Hot Tub
Villa Sofia
Outdoor pool, a heated pool

Villa Sofia

3.5 star property
Villa Sofia
Live on the Water: Dock, Beach, Boat, Kayak & Fish
Fridge, microwave, oven, stovetop

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
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
Villa Nostro Palazzo
Front of property

Villa Nostro Palazzo

4.0 star property
Villa Nostro Palazzo
Waterfront Villa with Private Beach in Montauk
Dining

Waterfront Villa with Private Beach in Montauk

Waterfront Villa with Private Beach in Montauk
Villa Isaiah
Luxury Villa (6 Bedrooms) | Private kitchen | Full-size fridge, microwave, oven, stovetop

Villa Isaiah

3.5 star property
Villa Isaiah
Villa Skylar
40-inch flat-screen TV with cable channels, Smart TV, fireplace

Villa Skylar

3.5 star property
Villa Skylar
Villa Perlman
Luxury Villa (5 Bedrooms) | Bathroom | Free toiletries, bathrobes, slippers, towels

Villa Perlman

3.5 star property
Villa Perlman
Villa Red Hut
Outdoor pool

Villa Red Hut

3.5 star property
Villa Red Hut
Villa Charlotte
Front of property

Villa Charlotte

3.0 star property
Villa Charlotte
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Shelter Island Heights Hotel Reviews

Explore a world of travel with Expedia

Explore a world of travel with Expedia

Frequently asked questions

How much do villas in Shelter Island Heights cost?
Villas in Shelter Island Heights range between SAR 3,467 and SAR 3,467 per night. These stays provide the privacy of your own space at a price that's easy on your wallet. 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?
Expedia guests love staying at Villa Lavender. Base yourself at this 3.5-star property which comes with a terrace and a garden. Villa Machis is another sought-after option worth shortlisting. Spend your break at this 3.5-star stay and you'll have access to amenities such as a garden and a terrace. There are multiple villas in Shelter Island Heights with a total average guest review rating of 0.0.
How many villas are there in Shelter Island Heights?
Shelter Island Heights has 41 villas to choose from. Find your perfect stay quickly and easily by clicking the "Villa" checkbox under the "Property type" tab in our filter tool.