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152 properties in and around Shelter Island

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
Offering beachfront access, a spa and wellness centre, and an outdoor swimming pool, this spacious retreat promises relaxation.
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.
Shelter Island HeightsShow on map1.2 miles from Shelter Island
Offering a sun terrace, seasonal outdoor swimming pool, and a delightful restaurant with bar.
GreenportShow on map2.6 miles from Shelter Island
Beachfront hotel offering a stunning swimming pool with a view, fitness centre, and private check-in.
Shelter Island HeightsShow on map1.2 miles from Shelter Island
Offering a serene garden, terrace, and free on-site private parking for a relaxing stay.
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 map2.6 miles from Shelter Island
Offering a private beach area, beachfront access, and free use of bicycles for guests' enjoyment.
GreenportShow on map2.7 miles from Shelter Island
Offering a sun terrace, garden, and free use of bicycles, this property ensures delightful stays.
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 map2.6 miles from Shelter Island
Offering a sun terrace, bar, and free use of bicycles, this property ensures delightful relaxation.
GreenportShow on map2.9 miles from Shelter Island
Spacious apartment with air-conditioning, kitchen, and private entrance, offering comfort and convenience.
GreenportShow on map2.6 miles from Shelter Island
A luxurious retreat offering a spa and wellness centre, restaurant, hot tub, and room service.
New to Booking.com
GreenportShow on map2.5 miles from Shelter Island
Offering a private beach area, seasonal outdoor swimming pool, and stunning sea views for relaxation.
GreenportShow on map2.8 miles from Shelter Island
This apartment offers a spa and wellness centre, air-conditioning, and a convenient location.
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 map2.8 miles from Shelter Island
This apartment offers a spa and wellness centre, air-conditioning, and a private entrance.
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 map2.6 miles from Shelter Island
This spacious holiday home offers a restaurant and an inviting outdoor seating area for relaxation.
SoutholdShow on map4.2 miles from Shelter Island
This property boasts a sun terrace, garden, free WiFi, and family-friendly facilities for guests.
GreenportShow on map3.2 miles from Shelter Island
Offering a garden, seasonal outdoor swimming pool, and family rooms for a delightful stay.
GreenportShow on map3.5 miles from Shelter Island
A beachfront haven offering a private beach area, seasonal outdoor swimming pool, and tennis court.
GreenportShow on map3.4 miles from Shelter Island
This property boasts a private beach area, beachfront access, and a seasonal outdoor swimming pool.
GreenportShow on map3.5 miles from Shelter Island
A private beach area, beachfront access, and a seasonal outdoor swimming pool enhance relaxation.
SoutholdShow on map3.6 miles from Shelter Island
An adults-only retreat offering a terrace, free on-site private parking, and buffet breakfast delights.