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|  | Courtesy of Corcoran | Located in Hay Beach, this year round furnished rental is available and fully furnished. Shelter IslandWebID# 5064149 FURNISHED 3 BR 2 Single Family Rental | 
|  | Courtesy of Brown Harris Stevens W Hampton | FURNISHED 5 BR 6 Single Family Rental | 
|  | Courtesy of Brown Harris Stevens Hamptons | GEORGICA ESTATES Live in your own house in a condominium community, No need to share a wall with another unit, have your own 2 car garage, offering total privacy. East HamptonWebID# 5077366 FURNISHED 4 BR 3½ Condo Rental | 
|  | Courtesy of Douglas Elliman Real Estate | Quiet, Luxury in the Heart of the Hamptons. SouthamptonWebID# 5048683 FURNISHED 4 BR 3 Single Family Rental | 
|  | Courtesy of South Fork Realty | FURNISHED 5 BR 3½ Single Family Rental | 
|  | Courtesy of Compass Greater NY LLC | Welcome to a palatial bay front estate at 4 Sandacres Road, Quogue, NY, where elegance meets casual luxury. SouthamptonWebID# 5084357 FURNISHED 9 BR 6 Single Family Rental | 
|  | Courtesy of Douglas Elliman Real Estate | Summer in the Hamptons awaits you at this sprawling completely renovated Beach Ranch with 4, 000 SF of open living spaces, 4 bedrooms and 3 baths. SouthamptonWebID# 5067715 FURNISHED 4 BR 3 Single Family Rental | 
|  | Courtesy of Daniel Gale Sothebys Intl Rlty | Recently Remodeled Colonial Home on 2 Acres of Property Overlooking the Nissequogue River with Rocking Chair Front Porch. SmithtownWebID# 5081987 FURNISHED 5 BR 3 Single Family Rental | 
|  | Courtesy of Douglas Elliman Real Estate | Westhampton Beach Village Getaway with Pool amp ; Tennis Experience timeless Hamptons elegance in this beautifully restored 1890 estate set on 1. SouthamptonWebID# 5052594 FURNISHED 5 BR 6½ Single Family Rental | 
|  | $40,000October 1-31st $40,000November 1-30th $50,000December 1-31st $30,000January 1-31st 2026 $25,000February 1-28th 2026 $40,000March 1-31st 2026 $55,000April 1-30th 2026 $80,000May 1-31st 2026 $250,000June 1-30th 2026 $110,000July 1-31st 2026 $130,000August 1-31st 2026 $80,000September 1-30th 2026 | Southampton Retreat 30 Rosko Ln, Southampton | 
|  | Courtesy of Realty Connect USA L I Inc | OFFERED AS OFF SEASON RENTAL NOT YEAR ROUND Welcome to 32A Vail Ave, East Quogue, your spectacular East Quogue seasonal retreat with 4, 442 sqft designed for endless summer living. SouthamptonWebID# 5042391 FURNISHED 4 BR 5 Single Family Rental | 
|  | Courtesy of Brown Harris Stevens Hamptons | Southampton Village Elegantly Renovated Carriage House Located in the heart of Southampton Village, 231 Flying Point Road is set on 1. SouthamptonWebID# 5069951 FURNISHED 5 BR 7½ Single Family Rental | 
|  | Courtesy of South Fork Realty | This OFF SEASON SHORT TERM rental is available from November 1, 2025 to May 15th, 2026. SouthamptonWebID# 5052425 FURNISHED 4 BR 2½ Single Family Rental | 
|  | Courtesy of Brown Harris Stevens Hamptons | FURNISHED 6 BR 6½ Single Family Rental | 
| 194 found | ||