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475 found
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![]() | $80,000August 1st to Labor Day 2026 $130,000July 1st thru Labor Day 2026 $165,000Memorial Day to Labor Day 2026 $25,000September 1-30th 2026 | 5 BR 5 4820 sq ft Single Family Rental |
![]() | $20,000June 1-30th 2026 $110,000Memorial Day to Labor Day 2026 $90,000July 1st thru Labor Day 2026 | Unique Southampton Village Traditional SouthamptonWebID# 1086687 5 BR 2 2600 sq ft Single Family Rental |
![]() | $45,000October 1-31st 2026 $375,000Year round 2026 $165,000August 1st to Labor Day 2026 $135,000July 1-31st 2026 $285,000July 1st thru Labor Day 2026 | 6 BR 6½ 6000 sq ft Single Family Rental |
![]() | $25,000December 1-31st | Peace and Tranquility SouthamptonWebID# 421761 5 BR 4½ 4800 sq ft Single Family Rental |
$12,000April 1-30th 2026 $5,000November 1-30th 2026 $18,500October 1-31st 2026 | 4 BR 4½ 3700 sq ft Single Family Rental | |
![]() | $165,000July 1st thru Labor Day 2026 $80,000July 1-31st 2026 $95,000August 1st to Labor Day 2026 | Vintage Sag Harbor With 21st Century Amenities Sag HarborWebID# 1088488 5 BR 4 3000 sq ft Single Family Rental |
![]() | $12,500October 1-31st 2026 $30,000August 1st to Labor Day 2026 $20,000June 1-30th 2026 | 3 BR 2 2100 sq ft Single Family Rental |
![]() | $180,000August 1st to Labor Day 2026 $180,000August 1-31st 2026 $375,000July 1st thru Labor Day 2026 $180,000July 1-31st 2026 $150,000June 1-30th 2026 | Southampton Village 90 South Main St |
![]() | $50,000August 1st to Labor Day 2026 $37,000July 1-31st 2026 $40,000June 1-30th 2026 $12,000November 1-30th 2026 $15,000October 1-31st 2026 | 5 BR 4½ 3057 sq ft Single Family Rental |
![]() | $275,000July 1st thru Labor Day 2026 | 8 BR 9½ 4842 sq ft Single Family Rental |
![]() | $6,500November 1-30th 2026 $6,500October 1-31st 2026 | 4 BR 3½ 2000 sq ft Single Family Rental |
![]() | $62,500Short term | 7 BR 6½ 7000 sq ft Single Family Rental |
![]() | $60,000Short term | 4 BR 4 3460 sq ft Single Family Rental |
![]() | $50,000July 1-31st 2026 $50,000June 1-30th 2026 | Bayfront Retreat Southampton |
![]() | $75,000Short term | In the Heart of Sagaponack Sag Harbor |
![]() | $30,000August 1st to Labor Day 2026 $30,000August 1-31st 2026 $55,000July 1st thru Labor Day 2026 $25,000July 1-31st 2026 $45,000June-July 2026 $60,000Memorial Day to Labor Day 2026 $25,000June 1-30th 2026 | 3 BR 2 2000 sq ft Single Family Rental |
![]() | $95,000Year round 2026 | Creme De' Cottage SouthamptonWebID# 1088870 2 BR 2 1095 sq ft Single Family Rental |
![]() | $45,000August 1st to Labor Day 2026 $40,000August 1-31st 2026 | Water Mill Private Escape Southampton |
![]() | $140,000August 1st to Labor Day | Wonderful Old World Estate in Water Mill South with Tennis 24 Bay Ln |
![]() | $40,000August 1st to Labor Day 2026 $75,000July 1st thru Labor Day 2026 $38,000July 1-31st 2026 $25,000June 1-30th 2026 $85,000Memorial Day to Labor Day 2026 | 4 Bedroom Bridgehampton - Available for the US Open '26 64 Woodruff Ln |
![]() | $3,650April 1-30th 2026 $3,650January 1-31st 2026 $3,650March 1-31st 2026 $3,650November 1-30th 2026 $3,650October 1-31st 2026 | 3 BR 2 2000 sq ft Single Family Rental |
![]() | $7,000November 1-30th 2026 $7,000April 1-30th 2026 $7,000January 1-31st 2026 $34,000July 1-31st 2026 $15,000June 1-30th 2026 $7,000March 1-31st 2026 $15,000May 1-31st 2026 $12,000October 1-31st 2026 $20,000September 1-30th 2026 | 3 BR 2½ 1623 sq ft Condo Rental |
![]() | $40,000August 1st to Labor Day 2026 $35,000August 1-31st 2026 $35,000July 1-31st 2026 $50,000June 1-30th 2026 $100,000Memorial Day to Labor Day 2026 $100,000Year round 2026 | 4 BR 3 2533 sq ft Single Family Rental |
![]() | $400,000Year round 2026 | Beautiful Post Modern Southampton |
![]() | $150,000July 1-31st 2026 | Sagaponack South Southampton |
![]() | $70,000July 1-31st 2026 $40,000June 1-30th 2026 | 5 BR 4.5 5500 sq ft Single Family Rental |
![]() | $20,000September 1-30th 2026 | 3 BR 3 2300 sq ft Single Family Rental |
![]() | $25,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 $35,000June-July 2026 $15,000June 1-30th 2026 $60,000Memorial Day to Labor Day 2026 $22,500July 1-31st 2026 | Sag Harbor Village Rental 291 Division St |
![]() | $110,000August 1st to Labor Day | 5 BR 5.5 3300 sq ft Single Family Rental |
![]() | $25,000August 1st to Labor Day | 2 BR 2 1380 sq ft Single Family Rental |
![]() | $37,000August 1st to Labor Day | 3 BR 3 2560 sq ft Single Family Rental |
![]() | $13,500September 1-30th | Shinnecock Bay Views 18 Cedar Dr |
![]() | Classic Farmhouse 10 Deer Trail Rd | |
![]() | $6,500January 1-31st $6,500April 1-30th $6,500October 1-31st $6,500November 1-30th $6,500March 1-31st | Bridgehampton Ocean Road Southampton |
![]() | $125,000August 1st to Labor Day 2026 $215,000July 1st thru Labor Day 2026 $75,000June 1-30th 2026 $300,000Memorial Day to Labor Day 2026 $35,000October 1-31st 2026 $35,000September 1-30th 2026 | 5 BR 5.5 5000 sq ft Single Family Rental |
![]() | $40,000September 1-30th | 5 BR 4 5000 sq ft Single Family Rental |
| 475 found | ||