Rental Listings
Shelter Island Heights Contemporary
Priced at July ('24 -24) $15,000; August(LD) ('24 - 24) $19,000 Beds: 3 Baths: 2 Sq. Feet: 1584Rental Registration #2023-L-0011. Located a stone's throw from Shelter Island Country Club, Crescent ... Property Details
Shelter Island Spacious Traditional with Pool
Priced at Two Weeks (06/01/24 - 06/30/24) $40,000 RENTED; July ('24 - 24) $75,000 RENTED; Custom (08/01/24 - 09/02/24) $80,000; Two Weeks (08/01/24 - 09/02/24) $41,000 Beds: 7 Baths: 6.5 Sq. Feet: 5643Rental Registration #2021-S-15. First offering! This stunning traditional located a stone's throw ... Property Details
Summer Beach Cottage on Shelter Island
Priced at MD-LD ('24 - 24) $28,000 RENTED; Year Round (09/01/24 - 09/30/25) $40,000 RENTED Beds: 2 Baths: 1 Sq. Feet: 700Shelter Island Summer Beach Cottage for Rent Rental Registration #2023-L-0105. Located within close ... Property Details
Shelter Island Water View with Pool
Priced at Two Weeks (07/01/24 - 07/31/24) $12,000; August(LD) ('24 - 24) $25,000 RENTED; Custom (09/03/24 - 09/30/24) $10,000 Beds: 4 Baths: 2 Sq. Feet: 1932Rental Registration #2023-L-0006. Located a stone's throw from sandy beach just across the street, ... Property Details
Fabulous Shelter Island Sandy Beach House with Pool
Priced at Custom (09/09/24 - 09/30/24) $16,349; Two Weeks (10/01/24 - 10/14/24) $10,899 Beds: 5 Baths: 5 Sq. Feet: 2954Rental Registratino #2022-L-0114. Located in the estate section, this sprawling five bedroom ranch ... Property Details
Shelter Island Quiet Contemporary with Pool
Priced at July ('24 - 24) $23,000; August(LD) (24 - 24) $25,000 Beds: 3 Baths: 2 Sq. Feet: 2500Rental Registration #2023-L-0127. Located in the Conservancy Estates area on the south side of ... Property Details
Shelter Island Pristine Traditional with Pool
Priced at July ('24 - 24) $33,000 RENTED; Custom (07/15/24 - 07/31/24) $20,000 RENTED; August(LD) ('24 - 24) $35,000 RENTED Beds: 4 Baths: 3 Sq. Feet: 3194Rental Registration #2024-L-0027. This recently built traditional is located on one acre within ... Property Details
Fabulous Shelter Island Waterview with Pool
Priced at July ('24- 24) $30,000; August ('24 - 24) $40,000 RENTED Beds: 3 Baths: 2.5 Sq. Feet: 1832Rental Registration #2023-L-0110. Located just a stone's throw from wide sandy beaches, this ... Property Details
Southernly Shelter Island Waterfront
Priced at Year Round (10/1/23 - 09/30/24) $120,000 Beds: 4 Baths: 2 Sq. Feet: 2100Rental Registration #20-L-0048. Pristine and sunny contemporary with lush southernly views, open ... Property Details
Sunny Shelter Island Beach House with Dock
Priced at July ('24 - 24) $35,000; August(LD) ('24 - 24) $40,000 Beds: 3 Baths: 2 Sq. Feet: 2287Rental Registration #2022-L-0059. Located on the south side of Shelter Island, this immaculate beach ... Property Details
Cheery Farmhouse with Pool Close to Beach
Priced at Custom (07/01/24 - 07/31/24) $15,000 Beds: 4 Baths: 1.5 Sq. Feet: 1790Rental Registration #2022-L-0018. Located within close proximity to Sunset Beach, Heights, ferry, ... Property Details
Summer Fun on Shelter Island with Pool and Tennis
Priced at Two Weeks (08/09/24 - 08/31/24) $14,000 Beds: 4 Baths: 3 Sq. Feet: 2196Shelter Island Rental with Pool and Tennis Rental Registration #2023-L-0008. This spacious home, ... Property Details
Turn Of The Century Shelter Island Waterfront
Priced at Custom (09/06/24 - 09/30/24) $20,000 Beds: 4 Baths: 2 Sq. Feet: 2500Rental Registration #2022-L-0106. Located on the harbor, this classic turn-of-the-century Farmhouse ... Property Details
Shelter Island Ram Island Beachfront with Pool
Priced at June ('24 - 24) $26,500 RENTED; Custom (08/19/24 - 08/31/24) $18,000; September ('24 - 24) $26,500 RENTED Beds: 4 Baths: 2 Sq. Feet: 1500Rental Registration #2023-L-0001. Set on 1.8 +/- waterfront acres on Ram Island by Coecles Harbor ... Property Details
Stunning Shelter Island Water View with Pool and Tennis
Priced at August ('24 - 24) $60,000 Beds: 5 Baths: 5.5 Sq. Feet: 4300Rental Registration #19W-0012. This gracious traditional is conveniently located just outside the ... Property Details
Clean East Hampton Contemporary with Pool and Tennis
Priced at July ('24 - 24) $27,000; August(LD) ('24 - 24) $29,000 RENTED Beds: 4 Baths: 2 Sq. Feet: 1850Rental Registration #23-1112. No groups or shares. Located approximately 1.5 +/- miles from town on ... Property Details
Shelter Island Creekfront with Dock and Pool
Priced at June (05/24/24 - 06/30/24) $18,000 RENTED; July ('24 - 24) $25,500 RENTED; August(LD) ('24 - 24) $30,600 RENTED; September (09/03/24 - 09/30/24) $21,000 Beds: 4 Baths: 3 Sq. Feet: 3000Rental Registration #2023-L-0029. This four-bedroom, three-bath waterfront Traditional occupies .75 ... Property Details
Stunning Shelter Island Little Ram Waterfront with Pool
Priced at June ('24 - 24) $25,000 RENTED; July ('24 - 24) $30,000 RENTED; Custom (08/17/24 - 09/02/24) $17,500; September (09/03/24 - 09/30/24) $25,000 Beds: 4 Baths: 3 Sq. Feet: 1584Rental Registration #2023-L-0090. Located on Little Ram Island on Gardiners Bay, this four bedroom, ... Property Details
Shelter Island Languor with Pool and Guest House
Priced at Custom (05/24/24 - 06/30/24) $37,000 RENTED; June ('24 - 24) $17,000 RENTED; August(LD) ('24 - 24) $26,000 RENTED Beds: 5 Baths: 4 Sq. Feet: 2300Rental Registration #2023-L-0019. 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 ('24 - 24) $22,000 RENTED; July ('24 - 24) $45,000 RENTED; August(LD) ('24 - 24) $45,000; September ('24 - 24) $22,000 Beds: 4 Baths: 3 Sq. Feet: 2799Rental Registration #2023-V-0037. Set close to wide sandy beach on slight bluff, this cheery ... Property Details