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153 properties in and around Shelter Island
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Shelter IslandShow on map1.9 miles from centre
This property boasts a private beach area, spa facilities, swimming pool with a view, and tennis court.
Shelter IslandShow on map3.2 miles from centre
This spacious holiday home offers beachfront access, an outdoor swimming pool, and a wellness centre.
GreenportShow on map2.6 miles from Shelter Island
Beachfront hotel with a stunning swimming pool, fitness centre, and private check-in services.
GreenportShow on map2.6 miles from Shelter Island
Offering a sun terrace, bar, and free use of bicycles, this property ensures delightful relaxation.
GreenportShow on map2.6 miles from Shelter Island
Offering a private beach area, beachfront access, and a family-friendly restaurant with outdoor seating.
Shelter Island HeightsShow on map1.2 miles from Shelter Island
An adults-only retreat offering a fitness centre, year-round outdoor swimming pool, and sun terrace.
GreenportShow on map2.8 miles from Shelter Island
This spacious holiday home boasts a sauna, outdoor swimming pool, and inviting outdoor seating area.
GreenportShow on map2.9 miles from Shelter Island
Spacious apartment with air-conditioning, kitchen, and private entrance, offering comfort and convenience.
GreenportShow on map2.7 miles from Shelter Island
Housed in a historic building, this property offers free use of bicycles, a restaurant, and bar.
GreenportShow on map2.7 miles from Shelter Island
Offering a sun terrace, garden, and free use of bicycles, this property ensures delightful stays.
GreenportShow on map2.5 miles from Shelter Island
This property boasts a private beach area, beachfront access, seasonal outdoor swimming pool, and bar.
Shelter Island HeightsShow on map1.2 miles from Shelter Island
Offering a serene garden and terrace, this property provides free on-site private parking and air-conditioning.
GreenportShow on map2.8 miles from Shelter Island
This apartment offers a spa and wellness centre, air-conditioning, and a convenient location.
Shelter Island HeightsShow on map1.2 miles from Shelter Island
This property boasts a seasonal outdoor swimming pool, sun terrace, restaurant, and bar for relaxation.
GreenportShow on map2.6 miles from Shelter Island
A luxurious retreat offering a spa and wellness centre, restaurant, hot tub, and room service.
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GreenportShow on map2.8 miles from Shelter Island
An apartment offering a spa and wellness centre, air-conditioning, and a private entrance.
GreenportShow on map2.7 miles from Shelter Island
Housed in a historic building, this property offers a sun terrace, garden, and bar amenities.
GreenportShow on map2.6 miles from Shelter Island
This spacious holiday home offers a restaurant and an inviting outdoor seating area for relaxation.
Shelter Island HeightsShow on map1 miles from Shelter Island
Housed in a historic building, this guest house offers free use of bicycles and beautiful gardens.
GreenportShow on map3.2 miles from Shelter Island
Offering a garden, seasonal outdoor swimming pool, and family rooms for a delightful stay.
SoutholdShow on map4.2 miles from Shelter Island
A sun terrace and garden complement family rooms, outdoor seating, and free on-site parking.
GreenportShow on map3.4 miles from Shelter Island
Offering a private beach area, seasonal outdoor swimming pool, and beachfront access for relaxation.
SoutholdShow on map4.6 miles from Shelter Island
This spacious holiday home offers an outdoor seating area and an on-site restaurant for guests.
GreenportShow on map3.5 miles from Shelter Island
A beachfront haven offering a private beach area, seasonal outdoor swimming pool, and tennis court.
Sag HarborShow on map5.3 miles from Shelter Island
This spacious villa offers an indoor swimming pool, sun terrace, garden, and free bicycle use.