Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | $85,000Year round $28,000August 1-31st $27,000July 1-31st $27,000August 1st to Labor Day | Southampton Village Cottage SouthamptonWebID# 1088433 July 1-31st $27,000 August 1-31st $28,000 August 1st to Labor Day $27,000 Year round $85,000 4 BR 2½ bath |
 | $35,000September 1-30th $30,000October 1-31st $20,000November 1-30th $25,000December 1-31st | Private watermill masterpiece Southampton |
 | $26,000July 1-31st $42,000June-July | Southampton, Heated pool. Beach. South of Highway 11 Lenape Rd |
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 | $28,000August 1st to Labor Day 2026 $25,000July 1-31st 2026 $15,000June 1-30th 2026 $60,000Memorial Day to Labor Day 2026 $25,000August 1-31st 2026 | SAG HARBOR WATERFRONT COMMUNITY WITH PRIVATE BEACH ACCESS 4 Waterview Rd |
 | $25,000August 1st to Labor Day $15,000September 1-30th $10,000October 1-31st | SOUTHAMPTON 4 BR / 4 BATH PRISTINE OPEN CONCEPT WITH HEATED POOL 6 Kerrie Ct |
 | $25,000September 1-30th $20,000October 1-31st $25,000June 1-30th 2026 $18,000Short term 2026 | Southampton Village Rental 86 Hildreth St |
 | $25,000Memorial Day to Labor Day | Sag Harbor Village Apartment In Historic Building 6 Rector St |
 | $25,000July 1-31st $25,000August 1-31st $70,000Year round $20,000September 1-30th | Secluded Octagon Home with Resort-Style Amenities 23 Tanglewood Trl |
 | $25,000July 1-31st $25,000August 1-31st | Charming 4Bed Cape Home with Private Beach Access in Southampton! 2 Bay View Rd W |
 | $25,000August 1st to Labor Day $15,000June 1-30th $25,000August 1-31st $25,000July 1-31st $40,000July 1st thru Labor Day | Sag Harbor Retreat Sag HarborWebID# 3435151 June 1-30th $15,000 July 1-31st $25,000 July 1st thru Labor Day $40,000 August 1-31st $25,000 August 1st to Labor Day $25,000 3 BR 2 bath |
 | $25,000August 1st to Labor Day | Sag Harbor - Location, Location, Location 35 Linda Ln |
 | $25,000June 1-30th $38,000July 1-31st $42,000August 1st to Labor Day | Enjoy Your Summer in Style at this Immaculate Bridgehampton Home! 63 Lumber Ln |
 | $25,000September 1-30th 2026 | 3 BR 2 bath |
 | $65,000Memorial Day to Labor Day $21,000June 1-30th $25,000July 1-31st $25,000August 1-31st $6,500Extended season $6,000Winter | Sagaponack Cottage 426 Toppings Path |
 | $78,000Year round $25,000July 1-31st $45,000July 1st thru Labor Day $30,000August 1st to Labor Day $10,000September 1-30th $6,000October 1-31st $6,000November 1-30th $6,000December 1-31st | Immaculate Home in Quogue With Pool on a Landscaped Acre Southampton |
 | $35,000July 1-31st $25,000June 1-30th $60,000June-July $140,000Year round | Beautiful Hamptons Getaway in Southampton Village SouthamptonWebID# 1072010 June 1-30th $25,000 June-July $60,000 July 1-31st $35,000 Year round $140,000 3 BR 2½ bath |
 | $25,000July 1-31st $55,000July 1st thru Labor Day $25,000August 1st to Labor Day | Sag Harbor Rental Sag HarborWebID# 1087357 July 1-31st $25,000 July 1st thru Labor Day $55,000 August 1st to Labor Day $25,000 3 BR 2 bath |
 | $18,000September 1-30th $25,000July 1-31st | 3 BR 2½ bath |
 | $25,000August 1st to Labor Day | 4 BR 3 bath |
 | $26,000August 1st to Labor Day 2026 $24,000August 1-31st 2026 $46,000July 1st thru Labor Day 2026 $24,000July 1-31st 2026 $80,000Year round 2026 | South of Highway Home in WH with fresh interiors WesthamptonWebID# 4898008 July 1-31st 2026 $24,000 July 1st thru Labor Day 2026 $46,000 August 1-31st 2026 $24,000 August 1st to Labor Day 2026 $26,000 Year round 2026 $80,000 4 BR 2½ bath |
 | $24,000September 1-30th | Spacious Modern With 4 Bedrooms - All New With Pool SouthamptonWebID# 4889576 September 1-30th $24,000 4 BR 4 bath |
| $5,000September 1-30th $24,000July 1-31st $11,200Short term $5,000December 1-31st $5,000October 1-31st $5,000November 1-30th | Bridgehampton South Winter Rental 193 Ocean Rd |
 | $20,000October 1-31st $33,500September 1-30th $20,000November 1-30th $21,000December 1-31st | Southampton Home With Bayview SouthamptonWebID# 1087795 September 1-30th $33,500 December 1-31st $21,000 November 1-30th $20,000 October 1-31st $20,000 5 BR 3 bath |
 | $23,000July 1-31st | 3 BR 3 bath |
 | $23,000Memorial Day to Labor Day $18,000July 1st thru Labor Day | Cobb Road Cottage Southampton |
 | $22,500Short term | 5 BR 5½ bath |
 | $45,000July 1st thru Labor Day 2026 $30,000August 1st to Labor Day 2026 $22,000July 1-31st 2026 | Sag Harbor Lovely Farmhouse 4625 Noyack Rd |
 | $45,000Memorial Day to Labor Day $10,000June 1-30th $21,000July 1-31st $21,000August 1-31st $38,000July 1st thru Labor Day | Enjoy a Stylish Hamptons Summer Escape! 400 Noyack Rd Unit A3 |
 | $105,000Memorial Day to Labor Day $20,000June 1-30th $40,000July 1-31st $60,000June-July | Chic Southampton Summer Retreat 279 Majors Path |
 | $20,000June 1-30th $25,000July 1-31st $31,000August 1st to Labor Day $16,000September 1-30th $11,000October 1-31st $7,000November 1-30th $5,000December 1-31st $3,500January 1-31st | Sunny 4 Bedroom in Sag Harbor Village! Sag HarborWebID# 2525228 June 1-30th $20,000 July 1-31st $25,000 August 1st to Labor Day $31,000 January 1-31st $3,500 December 1-31st $5,000 November 1-30th $7,000 October 1-31st $11,000 September 1-30th $16,000 4 BR 3½ bath |
 | $20,000August 1st to Labor Day | 2 BR 1 bath |
 | $20,000September 1-30th | 6 BR 7½ bath |
 | $10,000September 1-30th $19,000July 1-31st $41,000July 1st thru Labor Day $25,000August 1st to Labor Day | Special 5 Bedroom Home in Water Mill 465 Blank Ln |
 | $225,000Year round | 4 BR 4 bath |
 | $18,000July 1-31st $45,000July 1st thru Labor Day $25,000August 1st to Labor Day | Southampton Light and Convenient Condo 50 Hubbard Ln Unit 50 |
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