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          491 found
         
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![]()  | $65,000July 1-31st $250,000Year round $45,000September 1-30th  | 5 BR 4.5 4000 sq ft Single Family Single Family  | 
![]()  | $65,000August 1-31st $60,000July 1-31st  | Blocks From the Bay SouthamptonWebID# 1356075 5 BR 4.5 3200 sq ft Single Family Single Family  | 
![]()  | $65,000August 1st to Labor Day  | 4 BR 5 3000 sq ft Single Family Single Family  | 
![]()  | $45,000September 1-30th $100,000June 1-30th $55,000July 1-31st $55,000August 1-31st $55,000August 1st to Labor Day $110,000July 1st thru Labor Day  | Chic Southampton Summer Retreat with Pool on Private Flag Lot 167 Tuckahoe Ln | 
![]()  | $59,000July 1-31st  | 6 bedroom private home w tennis, pool on 4 acres in Water Mill 249 Roses Grove Rd | 
![]()  | $60,000August 1st to Labor Day $20,000September 1-30th $15,000October 1-31st $10,000November 1-30th $10,500December 1-31st  | FURNISHED 4 BR 3.5 2800 sq ft Single Family Single Family  | 
![]()  | $79,500July 1-31st $60,000August 1-31st $140,000July 1st thru Labor Day $86,000August 1st to Labor Day $20,000Short term $43,000September 1-30th  | 6 BR 4 2576 sq ft Single Family Single Family  | 
![]()  | $110,000July 1st thru Labor Day $65,000August 1st to Labor Day $60,000July 1-31st $85,000June-July  | Beautiful Bay View Southampton Rental SouthamptonWebID# 1088716 4 BR 5 3424 sq ft Single Family Single Family  | 
![]()  | $57,500July 1-31st $35,000September 1-30th $10,000October 1-31st $10,000November 1-30th $10,000December 1-31st $120,000July 1st thru Labor Day $65,000August 1st to Labor Day  | 3 BR 2 1408 sq ft Single Family Single Family  | 
![]()  | $55,000July 1-31st  | 5 BR 3.5 Single Family Single Family  | 
![]()  | $100,000Memorial Day to Labor Day $30,000June 1-30th $50,000July 1-31st $55,000August 1-31st $60,000August 1st to Labor Day $170,000Year round  | FURNISHED 4 BR 4 2800 sq ft House House  | 
![]()  | $110,000Memorial Day to Labor Day $30,000June 1-30th $50,000July 1-31st $55,000August 1-31st $60,000August 1st to Labor Day $180,000Year round  | FURNISHED 5 BR 4 3500 sq ft House House  | 
![]()  | $55,000July 1-31st $60,000August 1st to Labor Day  | Stylish Renovated Retreat on .62 Acres, Pool, Nature Preserve! 486 Toppings Path | 
![]()  | $20,000October 1-31st 2026 $18,500May 1-31st 2026 $20,000April 1-30th 2026 $30,000April through May 2026 $139,900April through Labor Day 2026 $12,500March 1-31st 2026 $12,500February 1-28th 2026 $12,500January 1-31st 2026 $15,000Extended season 2026 $65,000June-July 2026 $25,000September 1-30th 2026 $55,000August 1-31st 2026 $58,000August 1st to Labor Day 2026 $50,000July 1-31st 2026 $85,000July 1st thru Labor Day 2026 $22,000June 1-30th 2026 $119,900May through Labor Day 2026 $99,900Memorial Day to Labor Day 2026 $10,000December 1-31st 2026 $15,000November 1-30th 2026 $15,000Short term 2026 $169,000Year round 2026  | 5 BR 4 3200 sq ft Residential Rental  | 
![]()  | $55,000July 1-31st  | 4 BR 2.5 Single Family Single Family  | 
![]()  | $55,000August 1st to Labor Day $55,000August 1-31st  | 4 BR 2.5 2800 sq ft Single Family Single Family  | 
![]()  | $55,000Short term $20,000Extended season  | 4 BR 2.5 2000 sq ft Single Family Single Family  | 
![]()  | $55,000July 1-31st $30,000September 1-30th $15,000Short term  | 3 BR 3 2000 sq ft Single Family Single Family  | 
![]()  | FURNISHED 4 BR 3 Village House Rental  | |
![]()  | $85,000July 1st thru Labor Day $50,000August 1st to Labor Day $40,000July 1-31st $50,000August 1-31st  | Peaceful retreat awaits in Sag Harbor-Your own secluded getaway! 12 Cedar Ave | 
![]()  | $25,000September 1-30th $51,500August 1-31st $47,500July 1-31st  | Private Oaisis in Southampton  55 Seaweed Rd | 
![]()  | $50,000July 1-31st $50,000August 1st to Labor Day $20,000September 1-30th $15,000October 1-31st $10,000November 1-30th $8,000December 1-31st  | Heart of Southampton Village! 119 Burnett St | 
![]()  | $7,000April 1-30th $5,000February 1-28th $5,000March 1-31st $5,000December 1-31st $45,000July 1-31st $5,000January 1-31st $10,000May 1-31st $50,000August 1-31st $50,000August 1st to Labor Day $180,000Year round $145,000Memorial Day to Labor Day $25,000June 1-30th $120,000July 1st thru Labor Day $10,000September 1-30th $5,000October 1-31st $5,000November 1-30th  | Bright Contemporary Sag HarborWebID# 1071998 4 BR 3.5 2100 sq ft Single Family Single Family  | 
![]()  | $50,000August 1st to Labor Day $50,000August 1-31st  | Southampton Village Classic Home 158 Halsey St | 
![]()  | $35,000July 1-31st $22,000September 1-30th $5,000October 1-31st $50,000August 1-31st  | Dune Road Perfection Southampton | 
![]()  | $50,000July 1-31st $95,000July 1st thru Labor Day $60,000August 1st to Labor Day  | Summer Rental Southampton | 
![]()  | $50,000June 1-30th  | Stunning Ocean Home Southampton | 
![]()  | $50,000July 1-31st $60,000August 1st to Labor Day  | 3 BR 3 2000 sq ft Single Family Single Family  | 
![]()  | $20,000September 1-30th $50,000August 1st to Labor Day $50,000August 1-31st  | 5 Bedroom Sag Harbor Sag HarborWebID# 1087026 5 BR 3.5 4000 sq ft Single Family Single Family  | 
$25,000September 1-30th $15,000October 1-31st $10,000November 1-30th $10,000December 1-31st $50,000August 1st to Labor Day  | 4 BR 3.5 2700 sq ft Single Family Single Family  | |
![]()  | $45,000August 1-31st  | 4 BR 3.5 Single Family Single Family  | 
![]()  | $45,000July 1-31st $45,000August 1-31st $150,000Year round $15,000September 1-30th  | 3 BR 2.5 1800 sq ft Single Family Single Family  | 
![]()  | $45,000August 1st to Labor Day  | Stylish! 4 Bed, Pool, Bridgehampton/ AUG. OR 2 WK SHORT TERM 2023 Southampton | 
![]()  | $70,000June-July $45,000July 1-31st  | Modern Cape Rental Southampton | 
![]()  | $130,000Year round $45,000July 1-31st $90,000July 1st thru Labor Day $50,000August 1st to Labor Day  | 3 BR 2 1800 sq ft Single Family Single Family  | 
![]()  | $30,000September 1-30th $45,000July 1-31st  | Pool, Tennis and Five Bedrooms in Southampton SouthamptonWebID# 1087327 5 BR 4 3300 sq ft Single Family Single Family  | 
| 491 found | ||