Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | 5 BR 5½ bath | $185,000Memorial Day to Labor Day |
 | Casa Ilana SouthamptonWebID# 5054788 $88,000August 1st to Labor Day $75,500July 1-31st $62,000June 1-30th 4 BR 4 bath | $88,000August 1st to Labor Day $75,500July 1-31st $62,000June 1-30th |
 | Historic Georgian Main Street Home Sag HarborWebID# 5038958 $75,000August 1st to Labor Day $75,000August 1-31st $130,000July 1st thru Labor Day $60,000July 1-31st 4 BR 3½ bath | $75,000August 1st to Labor Day $75,000August 1-31st $130,000July 1st thru Labor Day $60,000July 1-31st |
 | Special 5 Bedroom Home in Water Mill Water MillWebID# 5023688 $30,000August 1st to Labor Day $45,000July 1st thru Labor Day $19,000July 1-31st $10,000June 1-30th 5 BR 2 bath | $30,000August 1st to Labor Day $45,000July 1st thru Labor Day $19,000July 1-31st $10,000June 1-30th |
 | Serene Bridgehampton Summer BridgehamptonWebID# 5008160 $80,000August 1st to Labor Day $145,000July 1st thru Labor Day $70,000July 1-31st 5 BR 5½ bath | $80,000August 1st to Labor Day $145,000July 1st thru Labor Day $70,000July 1-31st |
 | Southampton Village Beautiful Traditional Summer Rental SouthamptonWebID# 5011582 $15,000April 1-30th $39,000August 1st to Labor Day $38,000August 1-31st $75,000July 1st thru Labor Day 4 BR 3 bath | $15,000April 1-30th $39,000August 1st to Labor Day $38,000August 1-31st $75,000July 1st thru Labor Day |
 | Gorgeous Sag Harbor Home Sag HarborWebID# 5001021 $7,500November 1-30th $7,500October 1-31st $20,000September 1-30th $6,400April 1-30th 4 BR 3 bath | $7,500November 1-30th $7,500October 1-31st $20,000September 1-30th $6,400April 1-30th |
 | Ultra Luxury 6 Bedroom Southampton Village with Pool & Tennis SouthamptonWebID# 4992632 $250,000August 1st to Labor Day $200,000July 1-31st 6 BR 6 bath | $250,000August 1st to Labor Day $200,000July 1-31st |
 | Open Living in Home With Pool, Beach and Pickleball Court SouthamptonWebID# 4987224 $40,000Memorial Day to Labor Day 3 BR 2 bath | $40,000Memorial Day to Labor Day |
 | 5 BR 6 bath | $140,000August 1-31st |
 | 8 BR 4 bath | $30,000June 1-30th |
 | 7 BR 4½ bath | $30,000June 1-30th |
 | 2 BR 1 bath | $25,000June 1-30th |
 | Vacation in Style Minutes From the Village SouthamptonWebID# 4897983 $20,000August 1st to Labor Day $18,000July 1-31st $45,000Memorial Day to Labor Day $35,000June-July 2 BR 2½ bath | $20,000August 1st to Labor Day $18,000July 1-31st $45,000Memorial Day to Labor Day $35,000June-July |
 | Southampton Village 6 Br 8 Bath Near Ocean SouthamptonWebID# 4899190 $195,000August 1st to Labor Day $190,000August 1-31st $325,000July 1st thru Labor Day $185,000July 1-31st 6 BR 8 bath | $195,000August 1st to Labor Day $190,000August 1-31st $325,000July 1st thru Labor Day $185,000July 1-31st |
 | Serene Waterfront Home in Southampton SouthamptonWebID# 4898016 $30,000August 1-31st $30,000July 1-31st $30,500June 1-30th 4 BR 4 bath | $30,000August 1-31st $30,000July 1-31st $30,500June 1-30th |
 | Wonderful Village Home SouthamptonWebID# 4898013 $45,000August 1st to Labor Day $35,000July 1-31st $25,000June 1-30th 3 BR 2 bath | $45,000August 1st to Labor Day $35,000July 1-31st $25,000June 1-30th |
 | SAG HARBOR WATERFRONT COMMUNITY WITH PRIVATE BEACH ACCESS 4 Waterview Rd | $60,000Memorial Day to Labor Day $28,000August 1st to Labor Day $25,000July 1-31st $30,000June 1-30th |
 | Sprawling Five Bedroom Water Mill Home 13 Deer Ridge Trail | $45,000August 1st to Labor Day $70,000July 1st thru Labor Day $35,000July 1-31st $65,000June-July |
 | 5 BR 3 bath | $23,400June 1-30th |
 | Southampton Village Close to the Ocean SouthamptonWebID# 4882074 $22,000May 1-31st $225,000Memorial Day to Labor Day $17,000January 1-31st $17,000March 1-31st 4 BR 5 bath | $22,000May 1-31st $225,000Memorial Day to Labor Day $17,000January 1-31st $17,000March 1-31st |
 | Stunning Estate:Luxury Living Just Minutes from the Ocean! 108 Fairfield Pond Ln | $275,000August 1st to Labor Day $550,000July 1st thru Labor Day $275,000July 1-31st |
 | Golfer's Hamptons Get-away! SouthamptonWebID# 4838005 $35,000July 1-31st $95,000Memorial Day to Labor Day $35,000August 1-31st $25,000June 1-30th 4 BR 3 bath | $35,000July 1-31st $95,000Memorial Day to Labor Day $35,000August 1-31st $25,000June 1-30th |
 | Private Gem in Southampton Near Peconic Bay SouthamptonWebID# 4776535 $35,000August 1st to Labor Day $65,000July 1st thru Labor Day $30,000July 1-31st 4 BR 3 bath | $35,000August 1st to Labor Day $65,000July 1st thru Labor Day $30,000July 1-31st |
 | Bayfront Heaven - Stylish 3 Bed on the Bluff With Private Beach SouthamptonWebID# 4765780 $55,000August 1st to Labor Day $40,000July 1-31st $25,000September 1-30th $75,000July 1st thru Labor Day 3 BR 2 bath | $55,000August 1st to Labor Day $40,000July 1-31st $25,000September 1-30th $75,000July 1st thru Labor Day |
 | Southampton Retreat Minutes from Village & Ocean Beaches 565 Montauk Hwy | $65,000August 1st to Labor Day $120,000July 1st thru Labor Day $60,000July 1-31st |
 | Southampton Village Rental 39 David Whites Ln | $5,000April 1-30th $20,000August 1st to Labor Day $5,000January 1-31st $40,000July 1st thru Labor Day |
 | Experience serenity in this Sag Harbor 3-bed, 2-bath home! 30 Oak Ln | $35,000August 1-31st $35,000July 1-31st $12,000June 1-30th $90,000Memorial Day to Labor Day |
 | 4 Bedroom Village Rental 140 Pelletreau St | $55,000August 1st to Labor Day $90,000July 1st thru Labor Day $45,000July 1-31st |
 | Water Mill Tranquility 474 Water Mill Towd Rd | $55,000August 1st to Labor Day $88,000July 1st thru Labor Day $45,000July 1-31st $30,000June 1-30th |
 | Sag Harbor Village 15 Hamilton St | $7,500April 1-30th 2026 $30,000August 1st to Labor Day 2026 $7,500January 1-31st 2026 $50,000July 1st thru Labor Day 2026 |
 | The Secret Garden 379 Ferry Rd | $10,000October 1-31st $15,000September 1-30th $30,000August 1st to Labor Day $45,000July 1st thru Labor Day |
 | Charming Waterfront Southampton Rental 65 Waters Edge Rd | $9,000April 1-30th $32,000June 1-30th $45,000August 1st to Labor Day $6,000January 1-31st |
 | Newly Renovated Summer Rental close to village with new pool! 20 Robinson Rd | $20,000August 1st to Labor Day $20,000August 1-31st $38,000July 1st thru Labor Day $20,000July 1-31st |
 | Westhampton Oceanfront Rental 329 Dune Rd | $165,000August 1st to Labor Day $290,000July 1st thru Labor Day $155,000July 1-31st $115,000June 1-30th |
 | Close to 2026 U.S. Open! In Sag Harbor. Noyac Rd. Sag Harbor | $20,000June 1-30th |
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