Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | $88,000July 1st thru Labor Day $45,000August 1st to Labor Day $43,000July 1-31st $44,500August 1-31st | Southampton Village Rental! 272 Downs Path |
 | $42,000August 1st to Labor Day | 3 BR 2½ bath |
 | $45,000August 1st to Labor Day 2026 $40,000July 1-31st 2026 $5,500November 1-30th 2026 | Absolutely Beautiful 4 Bedroom Southampton Home SouthamptonWebID# 4888132 July 1-31st 2026 $40,000 August 1st to Labor Day 2026 $45,000 November 1-30th 2026 $5,500 4 BR 3½ bath |
 | $40,000September 1-30th | 6 BR 5 bath |
 | $115,000Memorial Day to Labor Day 2026 $55,000June 1-30th 2026 $45,000July 1-31st 2026 $50,000August 1st to Labor Day 2026 | Chic Southampton Summer Retreat SouthamptonWebID# 4765785 June 1-30th 2026 $55,000 July 1-31st 2026 $45,000 Memorial Day to Labor Day 2026 $115,000 August 1st to Labor Day 2026 $50,000 4 BR 4 bath |
 | $20,000June 1-30th $35,000July 1-31st $70,000July 1st thru Labor Day $50,000June-July $40,000August 1-31st $85,000Memorial Day to Labor Day | Waterfront Community Crisp and Cool - Run and Rent 25 Shadyrest Dr |
 | $40,000July 1-31st | Stylish Contemporary Home with Private deck and Pool! Southampton |
 | $4,500Winter $20,000May 1-31st $25,000June 1-30th $40,000July 1-31st $40,000August 1-31st | Wonderful newly renovated home South of the Highway 6 Bishop Pl |
 | $40,000July 1-31st $85,000July 1st thru Labor Day $20,000Extended season $45,000August 1st to Labor Day | Water Mill Traditional with Sweeping Farm Views and Heated Pool July 1-31st $40,000 July 1st thru Labor Day $85,000 August 1st to Labor Day $45,000 Extended season $20,000 FURNISHED 4 BR 3½ bath |
 | $39,500August 1-31st $21,000Short term $23,000September 1-30th $40,000August 1st to Labor Day $23,000Extended season | Charming Southampton Art Village Cottage-Timeless Summer Retreat! 21 Ochre Ln |
 | $40,000September 1-30th | Idyllic Southampton Vacation with Tennis 320 Old Sag Harbor Rd |
 | $40,000August 1st to Labor Day | Charming 3 Bedroom Southampton Village Home With Pool and Tennis 24 Meadowgrass Ln |
 | $40,000July 1-31st $80,000July 1st thru Labor Day | 4 Bed 3 1/2 Bath Pool and Community Tennis SouthamptonWebID# 1086655 July 1-31st $40,000 July 1st thru Labor Day $80,000 4 BR 3½ bath |
 | $40,000July 1-31st $85,000July 1st thru Labor Day $45,000August 1st to Labor Day | Southampton Newly Re-done Home! SouthamptonWebID# 1087833 July 1-31st $40,000 July 1st thru Labor Day $85,000 August 1st to Labor Day $45,000 4 BR 3½ bath |
 | $15,000September 1-30th $40,000July 1-31st $40,000August 1st to Labor Day $15,000October 1-31st $40,000August 1-31st | Bright Home With Pool & Close to Village of Sag Harbor 156 Suffolk St |
 | $25,000September 1-30th $40,000July 1-31st $55,000August 1st to Labor Day | Bayfront Heaven - Stylish 3 Bed on the Bluff With Private Beach SouthamptonWebID# 1087552 July 1-31st $40,000 August 1st to Labor Day $55,000 September 1-30th $25,000 3 BR 2 bath |
 | $40,000July 1-31st $42,000August 1st to Labor Day | Sagaponack Victorian 791 Sagg Main St |
 | $39,000July 1-31st $69,000July 1st thru Labor Day $45,000August 1st to Labor Day | BRIDGEHAMPTON SEA FARM ESCAPE Southampton |
 | $39,000August 1st to Labor Day $25,000September 1-30th $15,000October 1-31st $89,000Memorial Day to Labor Day $23,000June 1-30th $38,000July 1-31st $38,000August 1-31st $75,000July 1st thru Labor Day $49,000June-July | Southampton Village Beautiful Traditional Summer Rental SouthamptonWebID# 1086766 June 1-30th $23,000 June-July $49,000 July 1-31st $38,000 July 1st thru Labor Day $75,000 Memorial Day to Labor Day $89,000 August 1-31st $38,000 August 1st to Labor Day $39,000 October 1-31st $15,000 September 1-30th $25,000 4 BR 3 bath |
 | $33,000July 1-31st $37,500August 1-31st | 4 BR 3 bath |
 | $37,000August 1st to Labor Day | ESCAPE TO WESTHAMPTON BEACH 27 Meeting House Rd |
 | $39,000August 1st to Labor Day 2026 $37,000July 1-31st 2026 $69,000July 1st thru Labor Day 2026 $37,000July 1-31st | QUOGUE POOL AND TENNIS COURT 36 Elizabeth Ln |
 | $20,000September 1-30th $35,500August 1-31st $35,500August 1st to Labor Day $6,000October 1-31st $6,000November 1-30th $6,500December 1-31st | Absolutely Beautiful 4 Bedroom Southampton Home 10 Scotch Mist Ln |
 | $35,000August 1-31st 2026 $35,000July 1-31st 2026 $60,000June 1-30th 2026 | Charming Southampton Art Village Cottage-Timeless Summer Retreat! SouthamptonWebID# 4888131 June 1-30th 2026 $60,000 July 1-31st 2026 $35,000 August 1-31st 2026 $35,000 4 BR 3 bath |
 | $75,000Memorial Day to Labor Day $35,000July 1-31st $35,000August 1st to Labor Day | Southampton New Construction 64 Marys Ln |
 | $9,000December 1-31st $35,000July 1-31st $75,000July 1st thru Labor Day $45,000August 1st to Labor Day $120,000Year round $9,000September 1-30th $9,000October 1-31st $9,000November 1-30th | Shinnecock Retreat 21 Eastway Dr |
 | $55,000July 1-31st $115,000July 1st thru Labor Day $65,000August 1st to Labor Day $35,000June 1-30th | Newly Renovated Home in SH Village close to ALL! 37 Johnny Ln |
 | $35,000July 1-31st $60,000July 1st thru Labor Day $35,000August 1st to Labor Day | 3 Bedroom Condo Southampton 50 Hubbard Ln Unit 32 |
 | $35,000August 1st to Labor Day | HAMPTONS OCEANFRONT LIFESTYLE 265 Dune Rd |
 | $35,000August 1st to Labor Day | 4 BR 5 bath |
 | $35,000July 1-31st $40,000August 1st to Labor Day | Amazing 4 Bedroom Westhampton Rental With Pool Southampton |
 | $35,000July 1-31st $45,000August 1st to Labor Day | 3 BR 2 bath |
 | $12,000May 1-31st 2026 $8,000October 1-31st 2026 $14,000September 1-30th 2026 $36,000August 1st to Labor Day 2026 $34,000August 1-31st 2026 $69,000July 1st thru Labor Day 2026 $30,000July 1-31st 2026 $48,500June-July 2026 $30,000June 1-30th 2026 | Southampton Fabulous Traditional Home. Great Location. 121 Highland Rd |
 | $400,000Year round | 5 BR 5½ bath |
 | $33,500August 1-31st | Six Bedroom Gated Bridgehampton Greek Revival Home wtih Tennis 2214 Montauk Hwy |
 | $34,000August 1st to Labor Day $20,000September 1-30th $32,000July 1-31st $60,000July 1st thru Labor Day | North Haven Retreat and Getaway Sag HarborWebID# 1087523 July 1-31st $32,000 July 1st thru Labor Day $60,000 August 1st to Labor Day $34,000 September 1-30th $20,000 4 BR 2 bath |
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