Shelter Island Heights Villas

Name: Live on the Water: Dock, Beach, Boat, Kayak & Fish
Address: Southampton

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Villas in Shelter Island Heights

Spacious Oceanview Villa (Sleeps 22)

$1,060

includes taxes & fees

$937 per night

Dec 19 - Dec 20

With a stay at this villa in New London, you'll be a 3-minute walk from Pequot Chapel and 8 minutes by foot from Mitchell College.

1.5 Acre Luxury Escape - Saltwater Pool with Water Views

With a stay at this villa in Orient Point, you'll be within a 10-minute walk of Orient By The Sea Marina and Orient Point County Park.

Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

With a stay at this villa in Hampton Bays, you'll be within a 15-minute drive of The Hamptons Beaches and All Star Bowling.

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

A stay at this villa places you in the heart of New London, within a 5-minute drive of New London Harbor Light and Pequot Chapel.

New Construction Greenport Pool House - 3 Blocks from Town

$1,034

includes taxes & fees

$1,034 per night

Jan 2 - Jan 3, 2025

With a stay at this villa, you'll be centrally located in Greenport, just a 4-minute walk from Greenport Farmers' Market and 5 minutes by foot from Railroad Museum of Long Island.

Villa Direen Modern East Hampton Villa

137 Stephen Hands Path, East Hampton, NY

With a stay at this villa in East Hampton (East Hampton North), you'll be a 4-minute drive from The Jewish Center of the Hamptons and 5 minutes from Guild Hall.

Villa Flasses

94 Spring Pond Ln, Southampton, NY

With a stay at this villa in Southampton, you'll be within a 5-minute drive of The Hamptons Beaches and Shinnecock Hills Golf Course.

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

Located in East Hampton, this villa is on the waterfront, within a 5-minute drive of Three Mile Harbor and The Hamptons Beaches.

Amagansett Dunes Luxury w/ Pool + Elevator + 2 Min walk to private beach

With a stay at this villa in Amagansett (Beach Hampton), you'll be within a 5-minute walk of The Hamptons Beaches and Amagansett Beach.

Waterfront Villa with Private Beach in Montauk

Located in Montauk, this villa is on the waterfront, within a 5-minute drive of Shadmoor State Park and Montauk Marine Basin.

Luxurious beach house on the Long Island sound

Located in Riverhead, this villa is within a 5-minute drive of Hallockville Museum Farm and Martha Clara Vineyards.

Live on the Water: Dock, Beach, Boat, Kayak & Fish

Located in Southampton, this villa is on the waterfront, a 4-minute drive from The Hamptons Beaches and 7 minutes from North Main Street Historic District.

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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.