Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | Modern 5-Bedroom Hamptons Retreat Near Beaches., Bays & Vineyards 126 Malloy Dr | $15,000November 1-30th 2026 $15,000December 1-31st 2026 $30,000April through May 2026 $15,000April 1-30th 2026 |
 | PARADISE IN REMSENBURG 9 Tall Oak Ln | $85,000Memorial Day to Labor Day 2026 |
 | Hamptons Year Round or Summer Rental! 20 Old Canoe Place Rd | $27,000August 1-31st 2026 $22,000July 1-31st 2026 |
 | 6 BR 6 bath | $165,000Memorial Day to Labor Day 2026 |
 | Privacy With 3 Bedrooms and Heated Pool 393 Middle Line Hwy | $15,000June 1-30th 2026 |
 | Close to Southampton Village SouthamptonWebID# 5058774 $40,000August 1st to Labor Day 2026 $70,000July 1st thru Labor Day 2026 $35,000July 1-31st 2026 $20,000June 1-30th 2026 4 BR 3½ bath | $40,000August 1st to Labor Day 2026 $70,000July 1st thru Labor Day 2026 $35,000July 1-31st 2026 $20,000June 1-30th 2026 |
 | In Southampton Village With 6 Bedrooms and Heated Pool SouthamptonWebID# 5058786 $20,000June 1-30th 2026 $25,000September 1-30th 2026 7 BR 4½ bath | $20,000June 1-30th 2026 $25,000September 1-30th 2026 |
 | 5 BR 5½ bath | $185,000Memorial Day to Labor Day 2026 |
 | Stunning Southampton Waterfront Getaway with Panoramic Views! SouthamptonWebID# 5064127 $100,000Year round 2026 3 BR 3 bath | $100,000Year round 2026 |
 | Pool, Tennis and Five Bedrooms in Southampton SouthamptonWebID# 5058707 $60,000August 1-31st 2026 $165,000Memorial Day to Labor Day 2026 $35,000June 1-30th 2026 $95,000June-July 2026 5 BR 4 bath | $60,000August 1-31st 2026 $165,000Memorial Day to Labor Day 2026 $35,000June 1-30th 2026 $95,000June-July 2026 |
 | Casa Ilana SouthamptonWebID# 5054788 $88,000August 1st to Labor Day 2026 $75,500July 1-31st 2026 $62,000June 1-30th 2026 4 BR 4 bath | $88,000August 1st to Labor Day 2026 $75,500July 1-31st 2026 $62,000June 1-30th 2026 |
 | 8 BR 4 bath | $30,000June 1-30th 2026 |
 | 7 BR 4½ bath | $30,000June 1-30th 2026 |
 | Historic Georgian Main Street Home Sag HarborWebID# 5038958 $75,000August 1st to Labor Day 2026 $75,000August 1-31st 2026 $130,000July 1st thru Labor Day 2026 $60,000July 1-31st 2026 4 BR 3½ bath | $75,000August 1st to Labor Day 2026 $75,000August 1-31st 2026 $130,000July 1st thru Labor Day 2026 $60,000July 1-31st 2026 |
 | Southampton Townhouse! SouthamptonWebID# 5038954 $30,000August 1st to Labor Day 2026 $30,000July 1-31st 2026 3 BR 3 bath | $30,000August 1st to Labor Day 2026 $30,000July 1-31st 2026 |
 | Special 5 Bedroom Home in Water Mill Water MillWebID# 5023688 $8,000April 1-30th 2026 $30,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 $19,000July 1-31st 2026 5 BR 2 bath | $8,000April 1-30th 2026 $30,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 $19,000July 1-31st 2026 |
 | 4 BR 2 bath | $75,000Year round 2026 |
 | Serene Bridgehampton Summer BridgehamptonWebID# 5008160 $80,000August 1st to Labor Day 2026 $145,000July 1st thru Labor Day 2026 $70,000July 1-31st 2026 5 BR 5½ bath | $80,000August 1st to Labor Day 2026 $145,000July 1st thru Labor Day 2026 $70,000July 1-31st 2026 |
 | Sag Harbor Village Three Bedroom and Cottage and Pool 99 Suffolk St | $27,500Short term 2026 |
 | Gorgeous Sag Harbor Home Sag HarborWebID# 5001021 $7,500November 1-30th 2026 $7,500October 1-31st 2026 $20,000September 1-30th 2026 $6,400April 1-30th 2026 4 BR 3 bath | $7,500November 1-30th 2026 $7,500October 1-31st 2026 $20,000September 1-30th 2026 $6,400April 1-30th 2026 |
 | 4 BR 3½ bath | $75,000August 1st to Labor Day 2026 |
 | Ultra Luxury 6 Bedroom Southampton Village with Pool & Tennis SouthamptonWebID# 4992632 $250,000August 1st to Labor Day 2026 $200,000July 1-31st 2026 6 BR 6 bath | $250,000August 1st to Labor Day 2026 $200,000July 1-31st 2026 |
 | Open Living in Home With Pool, Beach and Pickleball Court SouthamptonWebID# 4987224 $40,000Memorial Day to Labor Day 2026 3 BR 2 bath | $40,000Memorial Day to Labor Day 2026 |
 | Southampton Newly Re-done Home! SouthamptonWebID# 4953622 $45,000August 1st to Labor Day 2026 $85,000July 1st thru Labor Day 2026 $40,000July 1-31st 2026 4 BR 3½ bath | $45,000August 1st to Labor Day 2026 $85,000July 1st thru Labor Day 2026 $40,000July 1-31st 2026 |
 | Wonderful Village Home SouthamptonWebID# 4898013 $45,000August 1st to Labor Day 2026 $35,000July 1-31st 2026 $25,000June 1-30th 2026 3 BR 2 bath | $45,000August 1st to Labor Day 2026 $35,000July 1-31st 2026 $25,000June 1-30th 2026 |
 | Vacation in Style Minutes From the Village SouthamptonWebID# 4897983 $20,000August 1st to Labor Day 2026 $35,000July 1st thru Labor Day 2026 $18,000July 1-31st 2026 $45,000Memorial Day to Labor Day 2026 2 BR 2½ bath | $20,000August 1st to Labor Day 2026 $35,000July 1st thru Labor Day 2026 $18,000July 1-31st 2026 $45,000Memorial Day to Labor Day 2026 |
 | Southampton Village 6 Br 8 Bath Near Ocean SouthamptonWebID# 4899190 $195,000August 1st to Labor Day 2026 $190,000August 1-31st 2026 $325,000July 1st thru Labor Day 2026 $185,000July 1-31st 2026 6 BR 8 bath | $195,000August 1st to Labor Day 2026 $190,000August 1-31st 2026 $325,000July 1st thru Labor Day 2026 $185,000July 1-31st 2026 |
 | 5 BR 3 bath | $23,400June 1-30th 2026 |
 | Waterfront Home in Southampton Village! SouthamptonWebID# 4888135 $15,000April 1-30th 2026 $10,000January 1-31st 2026 $130,000June 1-30th 2026 $12,000March 1-31st 2026 4 BR 4½ bath | $15,000April 1-30th 2026 $10,000January 1-31st 2026 $130,000June 1-30th 2026 $12,000March 1-31st 2026 |
 | Newly Renovated Home in SH Village close to ALL! SouthamptonWebID# 4888003 $50,000July 1-31st 2026 $60,000August 1st to Labor Day 2026 $105,000Memorial Day to Labor Day 2026 5 BR 3 bath | $50,000July 1-31st 2026 $60,000August 1st to Labor Day 2026 $105,000Memorial Day to Labor Day 2026 |
 | Southampton Village Close to the Ocean SouthamptonWebID# 4882074 $22,000May 1-31st 2026 $225,000Memorial Day to Labor Day 2026 $17,000January 1-31st 2026 $17,000March 1-31st 2026 4 BR 5 bath | $22,000May 1-31st 2026 $225,000Memorial Day to Labor Day 2026 $17,000January 1-31st 2026 $17,000March 1-31st 2026 |
 | Spacious Estate in Water Mill - Seven Bedrooms and Tennis SouthamptonWebID# 4865060 $80,000June-July 2026 $175,000May through Labor Day 2026 $185,000Memorial Day to Labor Day 2026 7 BR 7 bath | $80,000June-July 2026 $175,000May through Labor Day 2026 $185,000Memorial Day to Labor Day 2026 |
 | Golfer's Hamptons Get-away! SouthamptonWebID# 4838005 $35,000July 1-31st 2026 $95,000Memorial Day to Labor Day 2026 $35,000August 1-31st 2026 $25,000June 1-30th 2026 4 BR 3 bath | $35,000July 1-31st 2026 $95,000Memorial Day to Labor Day 2026 $35,000August 1-31st 2026 $25,000June 1-30th 2026 |
 | 4 BR 4 bath | $75,000August 1st to Labor Day 2026 |
 | Private Gem in Southampton Near Peconic Bay SouthamptonWebID# 4776535 $35,000August 1st to Labor Day 2026 $65,000July 1st thru Labor Day 2026 $30,000July 1-31st 2026 4 BR 3 bath | $35,000August 1st to Labor Day 2026 $65,000July 1st thru Labor Day 2026 $30,000July 1-31st 2026 |
 | Private Oaisis in Southampton SouthamptonWebID# 4777414 $60,000August 1st to Labor Day 2026 $50,000August 1-31st 2026 $50,000July 1-31st 2026 $60,000June 1-30th 2026 4 BR 4 bath | $60,000August 1st to Labor Day 2026 $50,000August 1-31st 2026 $50,000July 1-31st 2026 $60,000June 1-30th 2026 |
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