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          310 found
         
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![]()  | $25,000February 1-28th $25,000March 1-31st $35,000April 1-30th $35,000November 1-30th $50,000September 1-30th $40,000May 1-31st $40,000October 1-31st $30,000December 1-31st $25,000January 1-31st $75,000Winter $30,000January 1-31st 2026 $30,000February 1-28th 2026 $30,000March 1-31st 2026 $40,000April 1-30th 2026 $50,000May 1-31st 2026 $100,000June 1-30th 2026 $125,000July 1-31st 2026 $150,000August 1-31st 2026  | 6 BR 6½ 6000 sq ft Single Family Single Family  | 
![]()  | $25,000October 1-31st $50,000September 1-30th $20,000December 1-31st $20,000November 1-30th $150,000August 1-31st $100,000July 1-31st $40,000June 1-30th  | Southampton Resort Style Living- 4 Level Modern with Pool, Beach +Bay Access 8 Middle Pond Ln | 
![]()  | $100,000July 1-31st $150,000August 1-31st $150,000August 1st to Labor Day $50,000Extended season $50,000September 1-30th $25,000October 1-31st $25,000November 1-30th $25,000December 1-31st  | EXQUISITE MASTERPIECE IN SOUTHAMPTON - A PRIVATE RESORT RETREAT 8 Terrace Ave | 
![]()  | $55,000September 1-30th $150,000August 1st to Labor Day  | FURNISHED 5 BR 7.5 4500 sq ft Single Family Single Family  | 
![]()  | $60,000September 1-30th $60,000October 1-31st $60,000November 1-30th $60,000December 1-31st $550,000Year round $200,000August 1st to Labor Day $175,000July 1-31st $370,000July 1st thru Labor Day  | Southampton Village  39 Adams Ln | 
![]()  | $140,000Memorial Day to Labor Day $100,000July 1st thru Labor Day $160,000April through Labor Day  | 4 BR 3.5 4000 sq ft Single Family Single Family  | 
![]()  | $85,000July 1st thru Labor Day $125,000Memorial Day to Labor Day $18,000Short term  | 6 BR 6 4776 sq ft Single Family Single Family  | 
![]()  | $55,000July 1st thru Labor Day $32,000August 1st to Labor Day  | FURNISHED 3 BR 3 House Single Family  | 
![]()  | $130,000July 1-31st $250,000July 1st thru Labor Day $170,000June-July $140,000August 1st to Labor Day $425,000Year round $40,000September 1-30th $20,000October 1-31st $20,000November 1-30th $20,000December 1-31st $50,000June 1-30th  | 7 BR 6.5 5647 sq ft Single Family Single Family  | 
![]()  | $30,000July 1st thru Labor Day $15,000August 1st to Labor Day  | Southampton Village Gem 11 Henry St | 
![]()  | $25,000July 1-31st  | Private Hamptons Getaway SouthamptonWebID# 1086810 3 BR 2 1700 sq ft Single Family Single Family  | 
![]()  | 4 BR 4.5 4695 sq ft Single Family Single Family  | |
$450,000Year round 2026 $18,000December 1-31st 2026 $18,000November 1-30th 2026 $18,000October 1-31st 2026 $55,000September 1-30th 2026 $40,000May 1-31st 2026 $15,000April 1-30th 2026 $50,000April through May 2026 $15,000March 1-31st 2026 $15,000February 1-28th 2026 $15,000January 1-31st 2026 $130,000August 1-31st 2026 $145,000August 1st to Labor Day 2026 $95,000July 1-31st 2026 $220,000July 1st thru Labor Day 2026 $75,000June 1-30th 2026 $170,000June-July 2026 $315,000Memorial Day to Labor Day 2026  | 5 BR 4.5 4000 sq ft Single Family Single Family  | |
$15,000November 1-30th 2026 $15,000December 1-31st 2026 $285,000Year round 2026 $175,000Memorial Day to Labor Day 2026 $95,000June-July 2026 $45,000June 1-30th 2026 $60,000July 1-31st 2026 $100,000August 1st to Labor Day 2026 $90,000August 1-31st 2026 $12,000January 1-31st 2026 $12,000February 1-28th 2026 $12,000March 1-31st 2026 $15,000April 1-30th 2026 $25,000May 1-31st 2026 $40,000September 1-30th 2026 $15,000October 1-31st 2026  | Designer Waterfront Cottage 144 Gerard Dr | |
![]()  | $275,000August 1st to Labor Day  | Stunning Estate:Luxury Living Just Minutes from the Ocean! 108 Fairfield Pond Ln | 
![]()  | $75,000July 1st thru Labor Day $96,000Year round $15,000September 1-30th  | Southampton Summer or Year Round Rental Close to Village & Beach 16 Kings Ln | 
![]()  | $70,000July 1-31st  | Refined Restoration in Southampton Village - 6 Bed With Pool 305 North Main St | 
![]()  | $85,000August 1-31st $25,000September 1-30th $85,000July 1-31st $190,000July 1st thru Labor Day $290,000Year round  | 7 BR 6 4500 sq ft Single Family Single Family  | 
![]()  | $75,000Short term  | Amagansett South Oasis 179 Skimhampton Rd | 
![]()  | $90,000July 1-31st $110,000August 1st to Labor Day $210,000July 1st thru Labor Day  | New Montauk Retreat 109 Startop Dr | 
![]()  | $40,000September 1-30th $150,000August 1st to Labor Day  | Recently Built Modern Barn 44 Lee Ave | 
![]()  | $100,000August 1-31st $100,000August 1st to Labor Day  | 5 BR 5.5 4500 sq ft Single Family Single Family  | 
![]()  | $95,000July 1st thru Labor Day $49,000August 1st to Labor Day  | 5 BR 5 4200 sq ft Single Family Single Family  | 
![]()  | $45,000September 1-30th $45,000October 1-31st $45,000November 1-30th $45,000December 1-31st $95,000July 1-31st $95,000August 1-31st $95,000August 1st to Labor Day $185,000July 1st thru Labor Day  | East Hampton Village Fringe 27 Fieldview Ln | 
![]()  | $20,000Short term $79,000August 1-31st $55,000July 1-31st $37,000September 1-30th  | Southampton Village Rental 20 Little Plains Rd | 
![]()  | $100,000July 1-31st $110,000August 1-31st  | One of a Kind in Heart of Horse&Wine Country with Pool and Tennis 1366 Scuttle Hole Rd | 
![]()  | $28,500Short term $60,000August 1st to Labor Day $18,000September 1-30th $18,000October 1-31st  | 4 BR 3.5 Single Family Single Family  | 
![]()  | $40,000June 1-30th $105,000June-July $72,000August 1-31st $18,000November 1-30th $159,000May through Labor Day $129,900Memorial Day to Labor Day $60,000July 1-31st $99,900July-August $79,000August 1st to Labor Day $20,000December 1-31st $50,000Winter $189,900Year round  | 4 BR 4 2200 sq ft Residential Single Family  | 
![]()  | $20,000July 1-31st $240,000August 1-31st $24,000August 1st to Labor Day  | 3 BR 2 1770 sq ft Single Family Single Family  | 
![]()  | $225,000August 1st to Labor Day $425,000July 1st thru Labor Day $125,000September 1-30th $225,000July 1-31st  | Amagansett South Six Bedroom! AmagansettWebID# 1087307 6 BR 8.5 6050 sq ft Single Family Single Family  | 
![]()  | $130,000July 1st thru Labor Day  | 5 BR 4.5 3833 sq ft Single Family Single Family  | 
![]()  | $265,000July 1st thru Labor Day  | Estate in Sag Harbor Sag HarborWebID# 37383 7 BR 7.5 10000 sq ft Single Family Single Family  | 
![]()  | $95,000August 1st to Labor Day  | Southampton Village Close to the Ocean SouthamptonWebID# 1086634 4 BR 5 3700 sq ft Single Family Single Family  | 
![]()  | $100,000July 1-31st $120,000August 1st to Labor Day  | Bridgehampton Traditional  Sag Harbor | 
![]()  | $155,000July 1st thru Labor Day  | Post Modern Luxury Southampton | 
![]()  | $328,000July 1-31st $193,500June 1-30th $168,000September 1-30th  | 6 BR 8.5 4200 sq ft Single Family Single Family  | 
| 310 found | ||