Rental Listings
Shelter Island Ram Island Beachfront with Pool
Priced at June ('26 -26) $26,500; September ('26 - 26) $26,500 Beds: 4 Baths: 2 Sq. Feet: 1500Rental Registration #2026-L-0024. Set on 1.8 +/- waterfront acres on Ram Island by Coecles Harbor ... Property Details
Clean East Hampton Contemporary with Pool and Tennis
Priced at July ('26 - 26) $27,000; August(LD) ('26 - 26, w/o LD $29k) $32,000; September (09/11/26 - 09/30/26) $20,000 Beds: 4 Baths: 2 Sq. Feet: 1850Rental Registration #25-972. No groups or shares. Located approximately 1.5 +/- miles from town on ... Property Details
Stunning Shelter Island Little Ram Waterfront with Pool
Priced at July ('26 - 26) $30,000 RENTED, August(LD) ('26 - 26) $35,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 1584Rental Registration #2026-L-0001. Located on Little Ram Island on Gardiners Bay, this four bedroom, ... Property Details
Shelter Island Languor with Pool and Guest House
Priced at Custom (05/22/26 - 06/30/26) $22,000; June ('26 - 26) $17,000; July ('26 - 26) $24,500 RENTED; August ('26 - 26) $27,000 RENTED Beds: 5 Baths: 4 Sq. Feet: 2300Rental Registration #2025-L-0010. This five bedroom, four bath traditional has an open living room, ... Property Details
Sunny Shelter Island Waterfront with Dock and Sandy Beach
Priced at June ('26 - 26) $25,000 RENTED; July ('26 - 26) $47,000 RENTED; August ('26 - 26) $47,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 2799Rental Registration #2026-L-0017. Set close to wide sandy beach on slight bluff, this sunny ... Property Details
Shelter Island Close Proximity to Beach with Pool
Priced at Year Round (1/1/26 - 12/31/26) $60,000; MD-LD ('26 -26) $50,000; June ('26 - 26) $8,000; July/August(LD) ('26 - 26) $35,000; July ('26 - 26) $15,000; August(LD) ('26 - 26, w/o LD $20K) $25,000 Beds: 3 Baths: 2 Sq. Feet: 1600Rental Registration #2025-L-0031. A sweet ranch house on 1.5 +/- acres within close proximity to ... Property Details
Shelter Island Retreat with Tennis and Pool
Priced at June ('26 - 26) $24,000 RENTED; July ('26 - 26) $32,000 RENTED; August ('26 - 26) $40,000 RENTED Beds: 5 Baths: 3 Sq. Feet: 2697Rental Registration #2025-L-0036. Enjoy this spacious five bedroom, three bath raised contemporary ... Property Details
Sunny Bayfront on Shelter Island
Priced at Custom (08/18/26 - 08/25/26) $6,600 Beds: 4 Baths: 2.5 Sq. Feet: 1504Rental Registration #2025-L-0102. This contemporary offers four bedrooms and two and one half baths ... Property Details
Victorian Shelter Island Heights
Priced at June ('26 - 26) $19,000; Custom (07/20/26 - 08/31/26) $28,500 RENTED; August ('26 - 26) $23,750 RENTED Beds: 3 Baths: 2 Sq. Feet: 1500Rental Registraton #2026-L-006. This lovely iconic 1800's Heights Victorian sits on a corner with ... Property Details
