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$13,062
$13,062
Available: Right Now
Enjoy the stunning views of Shelter Island from your private deck and upstairs balcony. This Luxurious Bayfront Condo even includes a Deepwater Dock! Fully furnished and equipped for all your vacation needs. A beautiful Village beach and park is acro...
$14,250
$14,250
Available: Right Now
*Two Week Minimum Rental as per Southold Township requirements. Please message host for more information/availability. This unique home has a style all its own. Stylish and chic, an impeccably restored historic Salt Box. It boasts an updated kitc...
$15,960
$15,960
Available: Right Now
Charming, private, sun filled 3 bedroom Designer country home with fireplace, spacious living area including den/library, 1.5 baths, modern eat in kitchen and large garden with outdoor dining patio and grill. Less than a stone's throw from 67 Steps B...
$15,630
$15,630
Available: Right Now
Three bedrooms, 2 bathrooms completely renovated home. Sleeps 6. One full bath, one half bath. Outdoor shower. Fully renovated. All bedding freshly washed and beds made, towels, 6 beach chairs and 6 plush beach towels are included. A large air condit...
$15,510
$15,510
Available: Right Now
Eclectic, recently renovated house circa 1880 located in the charming Greenport Village. Equipped with modern amenities, including a brand new kitchen, bathroom, central air conditioning, and heating. The house boasts 1 King-sized bedroom, 2 Queen-si...
$16,680
$16,680
Available: Right Now
Charming, in-town neighborhood. 10-minute walk to shops, beaches and fishing pier, the Hampton Jitney, LIRR and the Shelter Island ferry. In the heart of town you’ll find the supermarket, the best fresh oysters, excellent BBQ, and great ice cream. Th...