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Southold 4+ BR Rentals

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Southold 100 acres on the water w heated pool, golf, gourmet kitchen and more!

  • 5 BR/5 BA, 1 half bath Estate (sleeps 12)
    $500 - $1,500/nt
    $9,000 - $10,000/wk
    per property, accept credit card, wheelchair accessible, Beach, Waterfront, Daily Maid Service, Jacuzzi, Sauna, terrace, Balcony

Southold Spectacular, Brand New North Fork Beach - Wine Country Home

  • 5 BR/4 BA House (sleeps 10)
    $400 - $750/nt
    $2,000 - $4,250/wk
    per property, accept credit card, Beach, terrace, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable

Southold Beach Front in Southold; newly renovated/baths/kitchen/2nd floor family room!

  • 4 BR/2 BA House (sleeps 10)
    $499 - $599/nt
    $2,800 - $4,800/wk
    $3,000 - $4,250/month
    per property, Beach, Near The Ocean, Rural, Waterfront, pets considered, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player, Parking

Southold Aug 3 to 17 Wonderful sunsets overlooking Long Island Sound

  • 4 BR/3 BA House (sleeps 6)
    $3,000/wk
    per property, Beach, Lake, Near The Ocean, Rural, Lawn / Garden, Balcony, pets considered, Internet, Satellite / Cable, Television, DVD Player

Southold Spectacular Waterfront home on Southold bay - one of a kind!

  • 4 BR/2 BA House (sleeps 8)
    $650 - $775/nt
    $3,800 - $4,200/wk
    per property, Beach, Waterfront, Lawn / Garden, Balcony, Air Conditioning, Internet, Satellite / Cable, Television, DVD Player

Southold Historic Vineyard Farmhouse, waterfront with private sandy beach

  • 4 BR/1 BA, 2 half baths Farmhouse (sleeps 8)
    $1,800 - $4,200/wk
    per property, accept credit card, Beach, Near The Ocean, Lawn / Garden, Air Conditioning, Internet, Satellite / Cable, Television, Parking

Southold Beautifully Restored Historic Country Home on Li Near Beaches

  • 4 BR/2 BA, 1 half bath House (sleeps 8) Beach, terrace, pets considered, Air Conditioning, Internet, Satellite / Cable, DVD Player, Fireplace

Southold Enchanting Cottage and Cabin on Sound - Chic and Secluded

  • 4 BR/3 BA, 1 half bath House (sleeps 8) Near The Ocean, Balcony, pets considered, Air Conditioning, Internet, Satellite / Cable, DVD Player, Parking

Southold Long Island's North Fork, Beautiful House, Private Beach, Woods

  • 4 BR House (sleeps 8) Beach

Southold Waterfront Paradise

  • 4 BR/2 BA, 1 half bath Estate (sleeps 8) Beach, Waterfront, Jacuzzi, Lawn / Garden, Internet, Satellite / Cable, Television, DVD Player, Parking
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Southold Waterview Home on Southold Bay

  • 4 BR/2 BA House (sleeps 8) Lawn / Garden, Air Conditioning, Satellite / Cable, Television, DVD Player, Parking
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