Long Island Holidays - Vacation Rentals in Shelter Island Tennis Club

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From US $315

         

9.8 (119 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 (25 Reviews)

Bed & Breakfast

Stirling House Bed & Breakfast

• Air Conditioner
• Parking
• TV

• New York
• Greenport

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From US $164

         

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 (83 Reviews)

House

House on Chase Creek

• Air Conditioner
• Parking
• Balcony/Terrace

• Shelter Island Heights
• The Heights

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From US $570

         

10.0 (150 Reviews)

Apartment

Private & Spacious Five Room Suite.Steps To Bay Beach and walk to Village.

• Air Conditioner
• Parking
• TV

• Greenport
• Pipes Cove

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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 $330

         

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9.4 (14 Reviews)

Bed & Breakfast

Harbor Knoll Bed & Breakfast

• Parking
• Pool
• Private Pool

• Greenport
• Pipes Cove

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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 $1,166

         

10.0 (39 Reviews)

House

Perfect Waterfront Family Vacation Home next to the best vineyards in NY!

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southold

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From US $708

         

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 $486

         

10.0 (26 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 $1,165

         

10.0 (17 Reviews)

House

Shelter Island Retreat With Pool .Close To Beach & Pet Friendly

• Air Conditioner
• Parking
• Pet Friendly

• Shelter Island Heights
• Silver Beach

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From US $1,976

         

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 $822

         

10.0 (12 Reviews)

House

Relaxation in Greenport

• Air Conditioner
• Parking
• TV

• Greenport
• Greenport West

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From US $3,575

         

10.0 (11 Reviews)

House

Contemporary Colonial home with pristine Peconic bay views, Heated.

• Air Conditioner
• Parking
• Pool

• New York
• Southold

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From US $437

         

10.0 (11 Reviews)

House

Southold, NY- Heart of North Fork Wine Country and Minutes From The Beach

• Air Conditioner
• Parking
• TV

• New York
• Southold

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From US $960

         

10.0 (9 Reviews)

House

Bayfront Vacation Home in Southold, 5 Bedrooms

• Air Conditioner
• Parking
• Pet Friendly

• New York
• Southold

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From US $1,357

         

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 $1,242

         

10.0 (8 Reviews)

House

Cozy Greenport village cottage

• Air Conditioner
• Parking
• TV

• Greenport
• Pipes Cove

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From US $636

         

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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From US $785

         

10.0 (6 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 $744

         

10.0 (6 Reviews)

House

Shelter Bay Cove - North Fork Waterfront with Private Dock & Bay Views

• Air Conditioner
• Parking
• TV

• New York
• Southold

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