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Villas in Shelter Island Heights

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-

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-

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

10.0 out of 10, Exceptional, (2)
"The salt water pool was fantastic! We had a variety of family members from 1 year old to 60 years old and all enjoyed the property. Everything was neat, clean, and well maintained. We'll be back!"
1.5 Acre Luxury Escape - Saltwater Pool with Water Views

Spacious Oceanview Villa (Sleeps 22)

10.0 out of 10, Exceptional, (38)
"Perfect for a larger group"
The price is AED 4,477
AED 6,973 total
includes taxes & fees
26 Aug - 27 Aug
Spacious Oceanview Villa (Sleeps 22)

New Construction Greenport Pool House - 3 Blocks from Town

The price is AED 4,316
AED 6,739 total
includes taxes & fees
20 Aug - 21 Aug
New Construction Greenport Pool House - 3 Blocks from Town

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

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

3.5 star property
Villa Direen Modern East Hampton Villa

Villa Flasses

3.0 star property
Villa Flasses

TBD by Rove Travel 7BR Pool Hot Tub

2.0 star property
TBD by Rove Travel 7BR Pool Hot Tub

Fabulous familly villa in East hampton village fringe

Fabulous familly villa in East hampton village fringe

Villa Isaiah

3.5 star property
Villa Isaiah

Luxurious beach house on the Long Island sound

Luxurious beach house on the Long Island sound

Villa Sofia

3.5 star property
Villa Sofia

Waterfront Villa with Private Beach in Montauk

Waterfront Villa with Private Beach in Montauk

Villa Verde - Sanctuary @ Bridge

Villa Verde - Sanctuary @ Bridge

MODERN 5 BEDROOM MONTAUK BEACH HOME

MODERN 5 BEDROOM MONTAUK BEACH HOME

Villa Skylar

3.5 star property
Villa Skylar

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

YOU CAN WATCH THE SUNRISE FROM YOUR BALCONY

YOU CAN WATCH THE SUNRISE FROM YOUR BALCONY
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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Top Shelter Island Heights Hotel Reviews

Frequently asked questions

How much do villas in Shelter Island Heights cost?
Villas in Shelter Island Heights range between AED 4,316 and AED 4,477 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 10.0.
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.