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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 |
![]() | $85,000July 1-31st $25,000Year round | 4 BR 3.5 4000 sq ft Single Family Single Family |
![]() | $185,000July 1-31st $190,000August 1-31st $325,000July 1st thru Labor Day $195,000August 1st to Labor Day | Southampton Village 6 Br 8 Bath Near Ocean SouthamptonWebID# 1086501 6 BR 8 7001 sq ft Single Family Single Family |
![]() | $35,000Short term $125,000July 1-31st $130,000August 1-31st | 6 BR 4.5 5000 sq ft Single Family Single Family |
![]() | $300,000July 1st thru Labor Day $150,000August 1st to Labor Day $415,000Year round $150,000July 1-31st | Spectacular Waterfront Elegance in Sag Harbor Sag HarborWebID# 1097054 6 BR 6.5 9000 sq ft Single Family Single Family |
![]() | $130,000July 1st thru Labor Day | Estate Southampton SouthamptonWebID# 1086576 6 BR 6 6000 sq ft Single Family Single Family |
![]() | $275,000August 1st to Labor Day | 6 BR 6.5 6600 sq ft Single Family Single Family |
![]() | $130,000July 1st thru Labor Day | 5 BR 4.5 3833 sq ft Single Family Single Family |
| 310 found | ||