Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
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 | Cozy SH Summer Retreat! SouthamptonWebID# 4765778 June 1-30th 2026 $15,000 July 1st thru Labor Day 2026 $35,000 3 BR 2 bath | $15,000June 1-30th 2026 $35,000July 1st thru Labor Day 2026 |
 | Southampton Village Rental 39 David Whites Ln | $5,000April 1-30th 2026 $20,000August 1st to Labor Day 2026 $5,000January 1-31st 2026 $40,000July 1st thru Labor Day 2026 $20,000July 1-31st 2026 $10,000June 1-30th 2026 $5,000March 1-31st 2026 $5,000May 1-31st 2026 $50,000Memorial Day to Labor Day 2026 $5,000November 1-30th 2026 $5,000October 1-31st 2026 $10,000September 1-30th 2026 |
 | Experience serenity in this Sag Harbor 3-bed, 2-bath home! 30 Oak Ln | $35,000August 1-31st 2026 $35,000July 1-31st 2026 $12,000June 1-30th 2026 $90,000Memorial Day to Labor Day 2026 $13,000September 1-30th 2026 $130,000Year round 2026 |
 | 4 Bedroom Bridgehampton South 79 Hildreth Ln | $55,000July 1-31st 2026 $85,000June-July 2026 |
 | 4 Bedroom Village Rental 140 Pelletreau St | $55,000August 1st to Labor Day 2026 $90,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 |
 | South of the Highway Water Mill Home! 12 Pheasant Cove Ct | $240,000Memorial Day to Labor Day 2026 $90,000July 1-31st 2026 $185,000July 1st thru Labor Day 2026 $100,000August 1st to Labor Day 2026 |
 | The Secret Garden 379 Ferry Rd | $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 65 Waters Edge Rd | $9,000April 1-30th 2026 $30,500June 1-30th 2026 $9,000November 1-30th 2026 $9,000October 1-31st 2026 $18,000September 1-30th 2026 $18,500May 1-31st 2026 $9,000March 1-31st 2026 $32,000July 1-31st 2026 $5,000January 1-31st 2026 $39,000August 1-31st 2026 $96,000Memorial Day to Labor Day 2026 |
 | Newly Renovated Summer Rental close to village with new pool! 20 Robinson Rd | $5,000November 1-30th 2026 $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 329 Dune Rd | $165,000August 1st to Labor Day 2026 $290,000July 1st thru Labor Day 2026 $155,000July 1-31st 2026 $60,000June 1-30th 2026 |
 | Close to US Open! In Sag Harbor. Noyac Rd. Sag Harbor | $16,000June 1-30th 2026 |
 | Southampton Private Oasis 4 Albert Ave | $60,000June 1-30th 2026 $90,000August 1-31st 2026 $90,000August 1st to Labor Day 2026 $30,000November 1-30th 2026 |
 | Sag Harbor Village Newly Renovated Rental 71 Franklin Ave | $62,000August 1st to Labor Day 2026 $110,000July 1st thru Labor Day 2026 $38,000June 1-30th 2026 $48,000July 1-31st 2026 $55,000August 1-31st 2026 |
 | Beach House 5 Min walk from the Beach 282 Town Line Rd | $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 |
 | Southampton Beach Cottage Dream 8 Longview Rd | $28,000August 1st to Labor Day 2026 $25,000July 1-31st 2026 $48,000July 1st thru Labor Day 2026 $20,000June 1-30th 2026 |
 | Contemporary Shinnecock Hills Rental 17 Hillside Rd | $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 2 bath | |
 | Stunning Oceanfront Home in Westhampton Dunes! 687 Dune Rd | $33,500April 1-30th 2026 $225,000August 1st to Labor Day 2026 $180,500August 1-31st 2026 $42,000January 1-31st 2026 $175,000July 1-31st 2026 $160,000June-July 2026 $120,000June 1-30th 2026 $33,500March 1-31st 2026 $35,000May 1-31st 2026 $49,000November 1-30th 2026 $72,500October 1-31st 2026 $91,000September 1-30th 2026 |
 | Elegant Southampton Home South of Highway, minutes to the village 305 Hill St | $140,000Memorial Day to Labor Day 2026 $6,000November 1-30th 2026 |
 | Bridgehampton gem, seconds to village 7 Halsey St | $240,000Year round 2026 |
 | Southampton 7 Bedroom Home 374 North Sea Mecox Rd | $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 |
 | Charming Sag Harbor Village Home! 76 Harrison St | $90,000Year round 2026 $58,000Memorial Day to Labor Day 2026 |
 | New Construction on Cheviot Road 16 Cheviot Rd | $60,000June 1-30th 2026 $300,000Year round 2026 $95,000August 1-31st 2026 $95,000July 1-31st 2026 $250,000Memorial Day to Labor Day 2026 |
 | 5 BR 4½ bath | $90,000August 1-31st |
 | Sagaponack Traditional 52 Old Barn Ln | $100,000July 1-31st 2026 $160,000June-July 2026 $50,000June 1-30th 2026 |
 | Charming and Completely Renovated Southampton Home!! 122 Longview Rd | $40,000August 1-31st 2026 $37,500July 1-31st 2026 $35,000June 1-30th 2026 |
 | Oasis in Southampton Shores with private beach 74 Scotts Landing Rd | $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 |
 | TRANQUILITY IN SOUTHAMPTON W HEATED POOL & PRIVATE TENNIS COURT! 53 Hidden Cove Ct | $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 $15,000November 1-30th 2026 $15,000October 1-31st 2026 $24,000September 1-30th 2026 $15,000Year round 2026 |
 | 5 BR 4½ bath | $25,000December 1-31st |
 | Wonderful Old World Estate in Water Mill South with Tennis 24 Bay Ln | $140,000August 1st to Labor Day |
 | 4 Bedroom Bridgehampton - Available for the US Open '26 64 Woodruff Ln | $40,000August 1st to Labor Day 2026 $75,000July 1st thru Labor Day 2026 $38,000July 1-31st 2026 $25,000June 1-30th 2026 $85,000Memorial Day to Labor Day 2026 |
 | Southampton Cottage SouthamptonWebID# 37586 June 1-30th 2026 $22,500 July 1st thru Labor Day 2026 $52,500 Memorial Day to Labor Day 2026 $62,500 4 BR 2 bath | $52,500July 1st thru Labor Day 2026 $22,500June 1-30th 2026 $62,500Memorial Day to Labor Day 2026 |
 | Bayfront Retreat Southampton | $50,000July 1-31st 2026 $50,000June 1-30th 2026 |
 | SOHO CHIC MEETS THE HAMPTONS 20 Hubbard Ln Unit 98 | $7,000November 1-30th 2026 $7,000April 1-30th 2026 $7,000January 1-31st 2026 $34,000July 1-31st 2026 $15,000June 1-30th 2026 $7,000March 1-31st 2026 $15,000May 1-31st 2026 $12,000October 1-31st 2026 $20,000September 1-30th 2026 |
 | Spacious Sagaponack Summer Rental 813 Sagg Rd | $15,000November 1-30th 2026 |
 | Bridgehampton Home close to everything! 82 Sea Farm Ln | $8,500April 1-30th 2026 $55,000August 1st to Labor Day 2026 $8,500January 1-31st 2026 $8,500March 1-31st 2026 $20,000May 1-31st 2026 |
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