| Water Mill Tranquility$55,000August 1st to Labor Day 2026 $88,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 $30,000June 1-30th 2026 $98,000Memorial Day to Labor Day 2026 3 BR 2 bath 2012 sq ft Single Family Rental | $55,000August 1st to Labor Day 2026 $88,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 $30,000June 1-30th 2026 $98,000Memorial Day to Labor Day 2026 |
| Southampton Village Ranch$6,500April 1-30th 2026 $45,000August 1st to Labor Day 2026 $40,000August 1-31st 2026 $5,500January 1-31st 2026 $35,000July 1-31st 2026 $24,000June 1-30th 2026 $5,500March 1-31st 2026 $15,000May 1-31st 2026 $10,000November 1-30th 2026 $12,000October 1-31st 2026 $16,000September 1-30th 2026 $5,500February 1-28th 2026 $10,000December 1-31st 2026 3 BR 4 bath 1982 sq ft Single Family Rental | $6,500April 1-30th 2026 $45,000August 1st to Labor Day 2026 $40,000August 1-31st 2026 $5,500January 1-31st 2026 $35,000July 1-31st 2026 $24,000June 1-30th 2026 $5,500March 1-31st 2026 $15,000May 1-31st 2026 $10,000November 1-30th 2026 $12,000October 1-31st 2026 $16,000September 1-30th 2026 $5,500February 1-28th 2026 $10,000December 1-31st 2026 |
| The Secret Garden$10,000October 1-31st 2026 $15,000September 1-30th 2026 $30,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 $25,000July 1-31st 2026 $20,000June 1-30th 2026 $53,000Memorial Day to Labor Day 2026 3 BR 3 bath 1487 sq ft Single Family Rental | $10,000October 1-31st 2026 $15,000September 1-30th 2026 $30,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 $25,000July 1-31st 2026 $20,000June 1-30th 2026 $53,000Memorial Day to Labor Day 2026 |
| Charming Waterfront Southampton Rental$10,000April 1-30th 2026 $32,000June 1-30th 2026 $9,000November 1-30th 2026 $9,000October 1-31st 2026 $18,000September 1-30th 2026 $6,000January 1-31st 2026 $35,000July 1-31st 2026 $7,000March 1-31st 2026 $18,000May 1-31st 2026 $96,000Memorial Day to Labor Day 2026 $40,000August 1-31st 2026 3 BR 3 bath 2300 sq ft Single Family Rental | $10,000April 1-30th 2026 $32,000June 1-30th 2026 $9,000November 1-30th 2026 $9,000October 1-31st 2026 $18,000September 1-30th 2026 $6,000January 1-31st 2026 $35,000July 1-31st 2026 $7,000March 1-31st 2026 $18,000May 1-31st 2026 $96,000Memorial Day to Labor Day 2026 $40,000August 1-31st 2026 |
| 3 BR 3 bath 2100 sq ft Single Family Rental | $78,000Year round 2026 $20,000August 1st to Labor Day 2026 $20,000August 1-31st 2026 $38,000July 1st thru Labor Day 2026 $20,000July 1-31st 2026 $30,000June-July 2026 $15,000June 1-30th 2026 $49,000Memorial Day to Labor Day 2026 |
| Westhampton Oceanfront Rental$165,000August 1st to Labor Day 2026 $290,000July 1st thru Labor Day 2026 $155,000July 1-31st 2026 $60,000June 1-30th 2026 8 BR 6 bath 4498 sq ft Single Family Rental | $165,000August 1st to Labor Day 2026 $290,000July 1st thru Labor Day 2026 $155,000July 1-31st 2026 $60,000June 1-30th 2026 |
| Brand New 6 Bed, 6 Bath has All Amenities & Bike to Ocean Beaches$45,000September 1-30th 2026 $30,000October 1-31st 2026 $25,000April 1-30th 2026 $125,000August 1st to Labor Day 2026 $20,000January 1-31st 2026 $95,000July 1-31st 2026 $20,000March 1-31st 2026 $40,000May 1-31st 2026 $97,500August 1-31st 2026 6 BR 6 bath 5200 sq ft Single Family Rental | $45,000September 1-30th 2026 $30,000October 1-31st 2026 $25,000April 1-30th 2026 $125,000August 1st to Labor Day 2026 $20,000January 1-31st 2026 $95,000July 1-31st 2026 $20,000March 1-31st 2026 $40,000May 1-31st 2026 $97,500August 1-31st 2026 |
| 3 BR 1½ bath 1533 sq ft Single Family Rental | |
| Great Summer Rental in East Hampton$42,000August 1st to Labor Day 2026 $42,000August 1-31st 2026 $75,000July 1st thru Labor Day 2026 $40,000July 1-31st 2026 $85,000Memorial Day to Labor Day 2026 4 BR 2 bath 1500 sq ft Single Family Rental | $42,000August 1st to Labor Day 2026 $42,000August 1-31st 2026 $75,000July 1st thru Labor Day 2026 $40,000July 1-31st 2026 $85,000Memorial Day to Labor Day 2026 |
| Newly Constructed East Hampton Rental$$40,000September 1-30th 2026 $$30,000May 1-31st 2026 $$165,000Memorial Day to Labor Day 2026 $$100,000June-July 2026 $$40,000June 1-30th 2026 $$140,000July 1st thru Labor Day 2026 $$70,000July 1-31st 2026 $$80,000August 1st to Labor Day 2026 $$70,000August 1-31st 2026 $$30,000October 1-31st 2026 | $40,000September 1-30th 2026 $30,000May 1-31st 2026 $165,000Memorial Day to Labor Day 2026 $100,000June-July 2026 $40,000June 1-30th 2026 $140,000July 1st thru Labor Day 2026 $70,000July 1-31st 2026 $80,000August 1st to Labor Day 2026 $70,000August 1-31st 2026 $30,000October 1-31st 2026 |
| 3 BR 2 bath 1600 sq ft Single Family Rental | |
| 3 BR 2½ bath 2460 sq ft Single Family Rental | $62,000August 1st to Labor Day 2026 $110,000July 1st thru Labor Day 2026 $62,000August 1-31st 2026 $55,000July 1-31st 2026 $22,000June 1-30th 2026 |
| 5 BR 4 bath 4100 sq ft Single Family Rental | $135,000July 1st thru Labor Day 2026 $180,000Memorial Day to Labor Day 2026 |
| Beach House 5 Min walk from the Beach$50,000August 1st to Labor Day 2026 $45,000August 1-31st 2026 $100,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 $80,000June-July 2026 $40,000June 1-30th 2026 $135,000Memorial Day to Labor Day 2026 $14,000Year round 2026 3 BR 2 bath 1620 sq ft Single Family Rental | $50,000August 1st to Labor Day 2026 $45,000August 1-31st 2026 $100,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 $80,000June-July 2026 $40,000June 1-30th 2026 $135,000Memorial Day to Labor Day 2026 $14,000Year round 2026 |
| 4 BR 2½ bath 1750 sq ft Single Family Rental | $25,000July 1-31st 2026 $48,000July 1st thru Labor Day 2026 $20,000June 1-30th 2026 $28,000August 1-31st 2026 |
| Contemporary Shinnecock Hills Rental$45,000August 1st to Labor Day 2026 $80,000July 1st thru Labor Day 2026 $33,000July 1-31st 2026 $50,000June-July 2026 $22,000June 1-30th 2026 $90,000Memorial Day to Labor Day 2026 4 BR 2 bath 2100 sq ft Single Family Rental | $45,000August 1st to Labor Day 2026 $80,000July 1st thru Labor Day 2026 $33,000July 1-31st 2026 $50,000June-July 2026 $22,000June 1-30th 2026 $90,000Memorial Day to Labor Day 2026 |
| 3 BR 3 bath 2800 sq ft Single Family Rental | $40,000August 1st to Labor Day 2026 $38,000August 1-31st 2026 $80,000July 1st thru Labor Day 2026 $38,000July 1-31st 2026 |
| 4 BR 5 bath 2747 sq ft Single Family Rental | $140,000Memorial Day to Labor Day 2026 |
| | |
| Southampton 7 Bedroom Home$140,000August 1-31st 2026 $215,000July 1st thru Labor Day 2026 $170,000July 1-31st 2026 $215,000June-July 2026 $65,000June 1-30th 2026 $225,000Memorial Day to Labor Day 2026 $40,000September 1-30th 2026 | $140,000August 1-31st 2026 $215,000July 1st thru Labor Day 2026 $170,000July 1-31st 2026 $215,000June-July 2026 $65,000June 1-30th 2026 $225,000Memorial Day to Labor Day 2026 $40,000September 1-30th 2026 |
| 3 BR 2½ bath 2600 sq ft Single Family Rental | $90,000Year round 2026 $58,000Memorial Day to Labor Day 2026 |
| New Construction on Cheviot Road$60,000June 1-30th 2026 $300,000Year round 2026 $95,000August 1-31st 2026 $95,000July 1-31st 2026 $260,000Memorial Day to Labor Day 2026 7 BR 7 bath 6400 sq ft Single Family Rental | $60,000June 1-30th 2026 $300,000Year round 2026 $95,000August 1-31st 2026 $95,000July 1-31st 2026 $260,000Memorial Day to Labor Day 2026 |
| 3 BR 3½ bath 3000 sq ft Single Family Rental | $40,000August 1-31st 2026 $37,500July 1-31st 2026 $35,000June 1-30th 2026 |
| 5 BR 2 bath 1660 sq ft Single Family Rental | $23,500August 1st to Labor Day 2026 $50,000July 1st thru Labor Day 2026 $20,000July 1-31st 2026 $10,000June 1-30th 2026 $60,000Memorial Day to Labor Day 2026 |
| New to the Rental Market - Clearwater Beach!$25,000April 1-30th 2026 $50,000August 1st to Labor Day 2026 $45,000August 1-31st 2026 $8,000January 1-31st 2026 $85,000July 1st thru Labor Day 2026 $35,000July 1-31st 2026 $60,000June-July 2026 $30,000June 1-30th 2026 $8,000March 1-31st 2026 $120,000May through Labor Day 2026 $25,000May 1-31st 2026 $100,000Memorial Day to Labor Day 2026 $8,000November 1-30th 2026 $10,000October 1-31st 2026 $15,000September 1-30th 2026 4 BR 3½ bath 3250 sq ft Single Family Rental | $25,000April 1-30th 2026 $50,000August 1st to Labor Day 2026 $45,000August 1-31st 2026 $8,000January 1-31st 2026 $85,000July 1st thru Labor Day 2026 $35,000July 1-31st 2026 $60,000June-July 2026 $30,000June 1-30th 2026 $8,000March 1-31st 2026 $120,000May through Labor Day 2026 $25,000May 1-31st 2026 $100,000Memorial Day to Labor Day 2026 $8,000November 1-30th 2026 $10,000October 1-31st 2026 $15,000September 1-30th 2026 |
| 5 BR 3½ bath 2500 sq ft Single Family Rental | $12,000November 1-30th 2026 |
| 4 BR 4 bath 3460 sq ft Single Family Rental | |
| 4 Bedroom Water Mill With Covered Porch$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 bath 2533 sq ft Single Family 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 |
| TRANQUILITY IN SOUTHAMPTON W HEATED POOL & PRIVATE TENNIS COURT!$12,500April 1-30th 2026 $52,500August 1st to Labor Day 2026 $47,500August 1-31st 2026 $12,500January 1-31st 2026 $85,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 $40,000June 1-30th 2026 $15,000March 1-31st 2026 $20,000May 1-31st 2026 $115,000Memorial Day to Labor Day 2026 $15,000October 1-31st 2026 $12,000November 1-30th 2026 $24,000September 1-30th 2026 $15,000Year round 2026 5 BR 6 bath 4500 sq ft Single Family Rental | $12,500April 1-30th 2026 $52,500August 1st to Labor Day 2026 $47,500August 1-31st 2026 $12,500January 1-31st 2026 $85,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 $40,000June 1-30th 2026 $15,000March 1-31st 2026 $20,000May 1-31st 2026 $115,000Memorial Day to Labor Day 2026 $15,000October 1-31st 2026 $12,000November 1-30th 2026 $24,000September 1-30th 2026 $15,000Year round 2026 |
| 4 BR 3 bath 1800 sq ft Single Family Rental | $28,000August 1st to Labor Day 2026 $50,000July 1st thru Labor Day 2026 $28,000July 1-31st 2026 $45,000June-July 2026 $25,000June 1-30th 2026 $69,000Memorial Day to Labor Day 2026 |
| 5 BR 5½ bath 6700 sq ft Single Family Rental | |
| 6 BR 6½ bath 6000 sq ft Single Family Rental | $375,000Year round 2026 $165,000August 1st to Labor Day 2026 $135,000July 1-31st 2026 $285,000July 1st thru Labor Day 2026 |
| 5 BR 4½ bath 4800 sq ft Single Family Rental | |
| 8 BR 7½ bath 6000 sq ft Single Family Rental | $120,000June 1-30th 2026 $120,000July 1-31st 2026 $120,000August 1-31st 2026 |
| 4 BR 3½ bath 2900 sq ft Single Family Rental | $40,000August 1st to Labor Day 2026 $25,000June 1-30th 2026 |
| Beautiful Bridgehampton Contemporary$130,000July 1st thru Labor Day 2026 $165,000Memorial Day to Labor Day 2026 $75,000August 1st to Labor Day 2026 $70,000August 1-31st 2026 $70,000July 1-31st 2026 $50,000June 1-30th 2026 5 BR 5 bath 4820 sq ft Single Family Rental | $130,000July 1st thru Labor Day 2026 $165,000Memorial Day to Labor Day 2026 $75,000August 1st to Labor Day 2026 $70,000August 1-31st 2026 $70,000July 1-31st 2026 $50,000June 1-30th 2026 |