Southampton Rentals For Rent
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 | Amazing Southampton Summer Retreat! SouthamptonWebID# 5159188 $40,000April 1-30th 2026 $185,000August 1st to Labor Day 2026 $25,000January 1-31st 2026 $350,000July 1st thru Labor Day 2026 6 BR 6½ bath | $40,000April 1-30th 2026 $185,000August 1st to Labor Day 2026 $25,000January 1-31st 2026 $350,000July 1st thru Labor Day 2026 |
 | Shinnecock US Open Perfection! (Next to Shinnecock Golf Course) SouthamptonWebID# 5075001 $33,000June 1-30th 2026 4 BR 3 bath | $33,000June 1-30th 2026 |
 | When Privacy is Paramount SouthamptonWebID# 5134574 $44,000August 1st to Labor Day 2026 $68,000July 1st thru Labor Day 2026 $38,000July 1-31st 2026 $25,000June 1-30th 2026 3 BR 2 bath | $44,000August 1st to Labor Day 2026 $68,000July 1st thru Labor Day 2026 $38,000July 1-31st 2026 $25,000June 1-30th 2026 |
 | 2 BR 1½ bath | $39,600Year round 2026 |
 | Endless Amenities in East Quogue! East QuogueWebID# 5128844 $70,000August 1st to Labor Day 2026 $125,000July 1st thru Labor Day 2026 $60,000July 1-31st 2026 $85,000June-July 2026 5 BR 4½ bath | $70,000August 1st to Labor Day 2026 $125,000July 1st thru Labor Day 2026 $60,000July 1-31st 2026 $85,000June-July 2026 |
 | 4 BR 4 bath | $35,000July 1-31st 2026 |
 | 1840's RENOVATED SAG HARBOR HOME IN HEART OF VILLAGE Sag HarborWebID# 5142419 $27,000August 1st to Labor Day 2026 $50,000July 1st thru Labor Day 2026 $25,000July 1-31st 2026 3 BR 2 bath | $27,000August 1st to Labor Day 2026 $50,000July 1st thru Labor Day 2026 $25,000July 1-31st 2026 |
 | Sag Harbor Rental with Pool & Tennis Sag HarborWebID# 5143008 $80,000August 1st to Labor Day 2026 $145,000July 1st thru Labor Day 2026 $70,000July 1-31st 2026 $115,000June-July 2026 5 BR 5½ bath | $80,000August 1st to Labor Day 2026 $145,000July 1st thru Labor Day 2026 $70,000July 1-31st 2026 $115,000June-July 2026 |
 | Southampton Village Rental! SouthamptonWebID# 5076943 $50,000July 1-31st 2026 $25,000May 1-31st 2026 $30,000June 1-30th 2026 5 BR 3½ bath | $50,000July 1-31st 2026 $25,000May 1-31st 2026 $30,000June 1-30th 2026 |
 | 4 BR 2½ bath | $42,000July 1-31st 2026 |
 | South of the Highway near the Beach BridgehamptonWebID# 5081306 $8,000January 1-31st 2026 $8,000March 1-31st 2026 $8,000November 1-30th 2026 $25,000May 1-31st 2026 3 BR 3½ bath | $8,000January 1-31st 2026 $8,000March 1-31st 2026 $8,000November 1-30th 2026 $25,000May 1-31st 2026 |
 | Private Sag Harbor Retreat on 3+ Acres with Pool, Tennis & More Sag HarborWebID# 5078375 $25,000April 1-30th 2026 $150,000July 1-31st 2026 $200,000June-July 2026 $80,000June 1-30th 2026 5 BR 6 bath | $25,000April 1-30th 2026 $150,000July 1-31st 2026 $200,000June-July 2026 $80,000June 1-30th 2026 |
 | 3 Bedroom Southampton Home SouthamptonWebID# 5167625 $27,000August 1st to Labor Day 2026 $27,000August 1-31st 2026 $45,000July 1st thru Labor Day 2026 $25,000July 1-31st 2026 3 BR 2 bath | $27,000August 1st to Labor Day 2026 $27,000August 1-31st 2026 $45,000July 1st thru Labor Day 2026 $25,000July 1-31st 2026 |
 | 4 BR 4 bath | $75,000August 1st to Labor Day 2026 |
 | Sagaponack Victorian SagaponackWebID# 5086834 $42,000August 1st to Labor Day 2026 $40,000July 1-31st 2026 $20,000June 1-30th 2026 $80,000Memorial Day to Labor Day 2026 4 BR 2 bath | $42,000August 1st to Labor Day 2026 $40,000July 1-31st 2026 $20,000June 1-30th 2026 $80,000Memorial Day to Labor Day 2026 |
 | 4 BR 5 bath | $65,000August 1st to Labor Day 2026 |
 | New Construction Summer Oasis in Water Mill close to town & beach Water MillWebID# 5087554 $70,000April 1-30th 2026 $150,000August 1-31st 2026 $70,000January 1-31st 2026 $150,000July 1-31st 2026 7 BR 7 bath | $70,000April 1-30th 2026 $150,000August 1-31st 2026 $70,000January 1-31st 2026 $150,000July 1-31st 2026 |
 | Bridgehampton 3 BR Gunite Pool Close to All BridgehamptonWebID# 5131961 $45,000August 1st to Labor Day 2026 $40,000July 1-31st 2026 $35,000June 1-30th 2026 $115,000Memorial Day to Labor Day 2026 3 BR 2½ bath | $45,000August 1st to Labor Day 2026 $40,000July 1-31st 2026 $35,000June 1-30th 2026 $115,000Memorial Day to Labor Day 2026 |
 | FABULOUSLY RENOVATED OCEANFRONT RESIDENCE WesthamptonWebID# 5110172 $25,000April 1-30th 2026 $120,000August 1st to Labor Day 2026 $25,000January 1-31st 2026 $100,000July 1-31st 2026 5 BR 4½ bath | $25,000April 1-30th 2026 $120,000August 1st to Labor Day 2026 $25,000January 1-31st 2026 $100,000July 1-31st 2026 |
 | Tranquil 5 Bedroom Southampton Home SouthamptonWebID# 5116527 $55,000August 1st to Labor Day 2026 $85,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 5 BR 5½ bath | $55,000August 1st to Labor Day 2026 $85,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 |
 | Chic Southampton Village Condo SouthamptonWebID# 5116528 $75,000July 1st thru Labor Day 2026 $85,000Memorial Day to Labor Day 2026 $5,000November 1-30th 2026 $6,000October 1-31st 2026 4 BR 4 bath | $75,000July 1st thru Labor Day 2026 $85,000Memorial Day to Labor Day 2026 $5,000November 1-30th 2026 $6,000October 1-31st 2026 |
 | Historic Elegance Meets Modern Luxury SOH in Sagaponack SagaponackWebID# 5117168 $175,000August 1st to Labor Day 2026 $295,000July 1st thru Labor Day 2026 $145,000July 1-31st 2026 $225,000June-July 2026 9 BR 9 bath | $175,000August 1st to Labor Day 2026 $295,000July 1st thru Labor Day 2026 $145,000July 1-31st 2026 $225,000June-July 2026 |
 | Southampton Summer Rental Terrific Getaway SouthamptonWebID# 5119749 $110,000August 1st to Labor Day 2026 4 BR 3½ bath | $110,000August 1st to Labor Day 2026 |
 | 5 BR 7 bath | $85,000August 1-31st 2026 |
 | Sag Harbor Modern Retreat With 5 Bedrooms, Pool & Poolhouse BridgehamptonWebID# 5121164 $150,000Memorial Day to Labor Day 2026 5 BR 5½ bath | $150,000Memorial Day to Labor Day 2026 |
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