Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | Lovely Southampton Condo 50 Hubbard Ln Unit 5 | $35,000July 1st thru Labor Day $17,000July 1-31st $20,000August 1st to Labor Day $60,000Year round $25,000June-July |
 | Renovated Cottage in Shinnecock Hills! SouthamptonWebID# 542629 June 1-30th $9,000 July 1-31st $15,000 August 1-31st $15,500 September 1-30th $8,500 2 BR 1 bath | $15,000July 1-31st $8,500September 1-30th $9,000June 1-30th $15,500August 1-31st |
 | Stunning Southampton Waterfront Getaway with Panoramic Views! 34 Hawthorne Rd | $83,000Memorial Day to Labor Day $15,000June 1-30th $100,000Year round $10,000September 1-30th $8,000October 1-31st $8,000November 1-30th $8,000December 1-31st |
 | Charming Cottage close to Big Fresh Pond and Great Peconic Bay!! 16 Beechwood Dr | $15,000July 1-31st $20,000August 1st to Labor Day $33,000July 1st thru Labor Day |
 | Southampton Beach Cottage - Available June thru Labor Day 15 Jordan Ln | $39,000July 1st thru Labor Day $19,999July 1-31st $24,999August 1st to Labor Day $55,000Memorial Day to Labor Day $14,999June 1-30th |
 | 5 BR 4½ bath | $13,500September 1-30th |
 | Sagaponack Tradional Southampton | $12,500October 1-31st $12,500November 1-30th $15,000September 1-30th $13,000December 1-31st |
 | Members only Southampton Shores Beach, Marina and Tennis 62 Turtle Cove Dr | $150,000Year round |
 | Southampton Village Traditional Apartment SouthamptonWebID# 2581114 July 1-31st $12,000 Year round $54,000 2 BR 1 bath | $12,000July 1-31st $54,000Year round |
 | 2 BR 1 bath | $12,000June 1-30th |
 | 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 | |
 | Bridgehampton South Winter Rental BridgehamptonWebID# 4893279 November 1-30th $5,000 May 1-31st $5,000 March 1-31st $5,000 January 1-31st $5,000 April 1-30th $5,000 3 BR 1 bath | $5,000April 1-30th $5,000January 1-31st $5,000March 1-31st $5,000May 1-31st $5,000November 1-30th |
 | VILLA LA ROMANO Bocci, Tennis, Pool, And.... Fabulous 2 Halsey Farm Dr | $150,000August 1-31st 2026 $300,000July 1st thru Labor Day 2026 $150,000July 1-31st 2026 |
 | PARADISE IN REMSENBURG 9 Tall Oak Ln | $85,000Memorial Day to Labor Day 2026 |
 | 6 BR 6 bath | $165,000Memorial Day to Labor Day 2026 |
 | Close to Southampton Village SouthamptonWebID# 5058774 June 1-30th 2026 $20,000 July 1-31st 2026 $35,000 July 1st thru Labor Day 2026 $70,000 Memorial Day to Labor Day 2026 $90,000 August 1st to Labor Day 2026 $40,000 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 $90,000Memorial Day to Labor Day 2026 |
 | In Southampton Village With 6 Bedrooms and Heated Pool SouthamptonWebID# 5058786 June 1-30th 2026 $20,000 September 1-30th 2026 $25,000 7 BR 4½ bath | $20,000June 1-30th 2026 $25,000September 1-30th 2026 |
 | Water Mill 5 Bed With Pool and Tennis Water MillWebID# 5058708 Memorial Day to Labor Day 2026 $185,000 5 BR 5½ bath | $185,000Memorial Day to Labor Day 2026 |
 | Pool, Tennis and Five Bedrooms in Southampton SouthamptonWebID# 5058707 June 1-30th 2026 $15,000 June-July 2026 $70,000 July 1-31st 2026 $45,000 July 1st thru Labor Day 2026 $110,000 Memorial Day to Labor Day 2026 $150,000 August 1-31st 2026 $60,000 September 1-30th 2026 $30,000 5 BR 4 bath | $60,000August 1-31st 2026 $110,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 $70,000June-July 2026 $15,000June 1-30th 2026 $150,000Memorial Day to Labor Day 2026 $30,000September 1-30th 2026 |
 | Casa Ilana SouthamptonWebID# 5054788 June 1-30th 2026 $62,000 July 1-31st 2026 $75,500 August 1st to Labor Day 2026 $88,000 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 July 1-31st 2026 $60,000 July 1st thru Labor Day 2026 $130,000 Memorial Day to Labor Day 2026 $150,000 August 1-31st 2026 $75,000 August 1st to Labor Day 2026 $75,000 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 $150,000Memorial Day to Labor Day 2026 |
 | Southampton Townhouse! SouthamptonWebID# 5038954 July 1-31st 2026 $30,000 August 1st to Labor Day 2026 $30,000 3 BR 3 bath | $30,000August 1st to Labor Day 2026 $30,000July 1-31st 2026 |
 | 4 BR 2 bath | |
 | Special 5 Bedroom Home in Water Mill Water MillWebID# 5023688 June 1-30th 2026 $10,000 July 1-31st 2026 $19,000 July 1st thru Labor Day 2026 $45,000 Memorial Day to Labor Day 2026 $55,000 August 1st to Labor Day 2026 $30,000 September 1-30th 2026 $10,000 May 1-31st 2026 $8,000 April 1-30th 2026 $8,000 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 $10,000June 1-30th 2026 $8,000May 1-31st 2026 $55,000Memorial Day to Labor Day 2026 $10,000September 1-30th 2026 |
 | Serene Bridgehampton Summer BridgehamptonWebID# 5008160 July 1-31st 2026 $70,000 July 1st thru Labor Day 2026 $145,000 August 1st to Labor Day 2026 $80,000 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 June 1-30th 2026 $24,000 July 1-31st 2026 $78,000 July 1st thru Labor Day 2026 $135,000 Memorial Day to Labor Day 2026 $178,000 August 1-31st 2026 $78,000 August 1st to Labor Day 2026 $78,000 Year round 2026 $250,000 May 1-31st 2026 $18,000 March 1-31st 2026 $6,400 January 1-31st 2026 $6,400 April 1-30th 2026 $6,400 September 1-30th 2026 $20,000 October 1-31st 2026 $7,500 November 1-30th 2026 $7,500 4 BR 3 bath | $7,500November 1-30th 2026 $7,500October 1-31st 2026 $20,000September 1-30th 2026 $6,400April 1-30th 2026 $6,400January 1-31st 2026 $6,400March 1-31st 2026 $24,000June 1-30th 2026 $78,000August 1st to Labor Day 2026 $78,000August 1-31st 2026 $78,000July 1-31st 2026 $18,000May 1-31st 2026 $135,000July 1st thru Labor Day 2026 $178,000Memorial Day to Labor Day 2026 $250,000Year round 2026 |
 | 4 BR 3½ bath | $75,000August 1st to Labor Day 2026 |
 | Open Living in Home With Pool, Beach and Pickleball Court SouthamptonWebID# 4987224 Memorial Day to Labor Day 2026 $40,000 3 BR 2 bath | $40,000Memorial Day to Labor Day 2026 |
 | Ultra Luxury 6 Bedroom Southampton Village with Pool & Tennis SouthamptonWebID# 4992632 July 1-31st 2026 $200,000 August 1st to Labor Day 2026 $250,000 6 BR 6 bath | $250,000August 1st to Labor Day 2026 $200,000July 1-31st 2026 |
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