Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | 3 BR 2 bath | $11,000Short term |
 | 5 BR 4 bath | $110,000Year round |
 | West Hampton Beach House for Rent 800 Dune Rd | $15,000September 1-30th $8,000Standard monthly rent |
 | 1 BR 1 bath | $7,000October 1-31st 2026 |
 | 3 BR 2½ bath | $78,000Year round |
 | 2 BR 2 bath | |
 | Luxurious Modern Waterfront Rental 41 Shore Dr | $250,000Memorial Day to Labor Day 2026 $65,000June 1-30th 2026 $85,000July 1-31st 2026 $95,000August 1st to Labor Day 2026 |
 | VILLA LA ROMANO Bocci, Tennis, Pool, And.... Fabulous 2 Halsey Farm Dr | $114,000July 1-31st 2026 |
 | Beautiful Spacious Condo 106 High Pond Ln | $75,000July 1st thru Labor Day 2026 $90,000Memorial Day to Labor Day 2026 |
 | 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 |
 | Southampton Village Rental! SouthamptonWebID# 5076943 $50,000July 1-31st 2026 $25,000May 1-31st 2026 $30,000June 1-30th 2026 5 BR 3½ bath | $50,000July 1-31st 2026 $25,000May 1-31st 2026 $30,000June 1-30th 2026 |
 | Unbeatable Location in Southampton Village SouthamptonWebID# 5075399 $25,000July 1st thru Labor Day 2026 $10,000June 1-30th 2026 $30,000Memorial Day to Labor Day 2026 1 BR 1 bath | $25,000July 1st thru Labor Day 2026 $10,000June 1-30th 2026 $30,000Memorial Day to Labor Day 2026 |
 | Shinnecock US Open Perfection! (Next to Shinnecock Golf Course) SouthamptonWebID# 5075001 $33,000June 1-30th 2026 4 BR 3 bath | $33,000June 1-30th 2026 |
 | Lovely Southampton 3 Bedroom SouthamptonWebID# 5068722 3 BR 2 bath | |
 | 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 |
 | Close to Southampton Village SouthamptonWebID# 5058774 $95,000Memorial Day to Labor Day 2026 $25,000June 1-30th 2026 $40,000July 1-31st 2026 $85,000July 1st thru Labor Day 2026 4 BR 3½ bath | $95,000Memorial Day to Labor Day 2026 $25,000June 1-30th 2026 $40,000July 1-31st 2026 $85,000July 1st thru Labor Day 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 |
 | Sag Harbor Village Three Bedroom and Cottage and Pool 99 Suffolk St | $27,500Short term 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 |
 | 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 |
 | 8 BR 4 bath | $30,000June 1-30th 2026 |
 | 7 BR 4½ bath | $30,000June 1-30th 2026 |
 | Wonderful Towd Point SouthamptonWebID# 5024303 $33,000August 1st to Labor Day 2026 $31,000August 1-31st 2026 $66,000July 1st thru Labor Day 2026 $31,000July 1-31st 2026 4 BR 3 bath | $33,000August 1st to Labor Day 2026 $31,000August 1-31st 2026 $66,000July 1st thru Labor Day 2026 $31,000July 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 |
 | Sagaponack Beautiful Contemporary Home SagaponackWebID# 5024307 $85,000August 1st to Labor Day 2026 $155,000July 1st thru Labor Day 2026 $75,000July 1-31st 2026 4 BR 3 bath | $85,000August 1st to Labor Day 2026 $155,000July 1st thru Labor Day 2026 $75,000July 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 |
 | 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 |
 | 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 |
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