Sea Turtle Villa - Vacation Rentals in Shelter Island Tennis Club

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From US $231

         

9.8 (120 Reviews)

Cottage

'The Gate House'on Beach front Estate with Dockage. Walk to Village .

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

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From US $438

         

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New

House

Happiness Comes in Waves

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southold

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From US $383

         

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9.8 (26 Reviews)

Bed & Breakfast

Stirling House Bed & Breakfast

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $346

         

9.8 (85 Reviews)

Cottage

Cottage on Beach front Estate Walk to Village

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

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From US $389

         

10.0 (1 Review)

House

Private Waterfront home Dock Kayak walk to Southold, near Greenp

• Parking
• Child Friendly

• New York
• Southold

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From US $737

         

9.4 (84 Reviews)

House

House on Chase Creek

• Air Conditioner
• Parking
• Balcony/Terrace

• Shelter Island Heights
• The Heights

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From US $867

         

10.0 (61 Reviews)

House

1820 Whaling Captain's Home - A walk to a coffee or cocktail!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $208

         

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10.0 (3 Reviews)

Apartment

Quaint DT Greenport Apt - 2 Mi to Shelter Island!

• Parking
• View
• Balcony/Terrace

• New York
• Greenport

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From US $1,566

         

10.0 (55 Reviews)

House

Work and Play Special! Extended Stay Discount

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Shelter Island

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From US $751

         

10.0 (55 Reviews)

House

Quiet street one block to shops, restaurants & waterfront. Barn with AC TV &WIFI

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $995

         

10.0 (30 Reviews)

House

Tranquility Base; Architect-Renovated, Modern Ranch With Heated Pool

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Shelter Island Heights

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From US $719

         

10.0 (28 Reviews)

House

Blue Bay Dream w/Seasonal Outdoor Jacuzzi, Cabana + Office

• Air Conditioner
• Parking
• Pet Friendly

• Greenport
• Pipes Cove

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From US $374

         

10.0 (28 Reviews)

Apartment

Charming Greenport Gem 1, 1 Mile to Ferry!

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $776

         

10.0 (26 Reviews)

House

Brand new 2 bedroom, Greenport Village, walk to town Marina Views!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $628

         

10.0 (26 Reviews)

House

Newly built ranch, beautifully landscaped with pool, large yard, patio,.

• Air Conditioner
• Parking
• Pool

• Greenport
• Greenport West

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From US $1,275

         

10.0 (22 Reviews)

House

Gorgeous 5 bdrm home with beautiful bay views in the heart of Greenport Village

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Greenport

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From US $1,161

         

10.0 (19 Reviews)

House

Shelter Island Retreat With Pool, Home Theater, Close To Beach & Pet Friendly

• Air Conditioner
• Parking
• Pet Friendly

• Shelter Island Heights
• Silver Beach

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From US $2,228

         

10.0 (12 Reviews)

House

Stunning Waterfront Estate House with 270 degree sea views on 7 private acres

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Suffolk County

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From US $861

         

10.0 (12 Reviews)

House

Relaxation in Greenport

• Air Conditioner
• Parking
• TV

• Greenport
• Greenport West

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From US $2,438

         

10.0 (11 Reviews)

House

Contemporary Bayfront Retreat with NEW Heated Saltwater Pool, Bluestone.

• Air Conditioner
• Parking
• Pool

• New York
• Southold

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From US $1,377

         

10.0 (9 Reviews)

House

Cozy Greenport village cottage

• Air Conditioner
• Parking
• TV

• Greenport
• Pipes Cove

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From US $1,048

         

10.0 (8 Reviews)

House

“Paradise Found” - Walk to Private Beach & In-Ground Pool!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southold

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From US $848

         

10.0 (8 Reviews)

House

Greenport Walk to beach & vineyard from this brand new home

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southold

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From US $444

         

10.0 (8 Reviews)

House

Old meets new in this fully renovated 19th century farm house.

• Air Conditioner
• Parking
• TV

• Greenport
• Pipes Cove

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