Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | US Open Southampton Vacation Home with Tennis SouthamptonWebID# 4990603 9 BR 9 bath | |
 | Southampton Village Classic with Community Tennis SouthamptonWebID# 4983192 $140,000Memorial Day to Labor Day 2026 $180,000Year round 2026 4 BR 4½ bath | $140,000Memorial Day to Labor Day 2026 $180,000Year round 2026 |
 | New Renovated Stylish Seaside Home with Pool, Bar & Game Room East QuogueWebID# 4974245 $40,000August 1st to Labor Day 2026 $35,000August 1-31st 2026 $35,000July 1-31st 2026 $12,000May 1-31st 2026 $90,000Memorial Day to Labor Day 2026 $120,000Year round 2026 $6,000April 1-30th 2026 $6,000January 1-31st 2026 $6,000March 1-31st 2026 $30,000June 1-30th 2026 4 BR 3 bath | $40,000August 1st to Labor Day 2026 $35,000August 1-31st 2026 $35,000July 1-31st 2026 $12,000May 1-31st 2026 $90,000Memorial Day to Labor Day 2026 $120,000Year round 2026 $6,000April 1-30th 2026 $6,000January 1-31st 2026 $6,000March 1-31st 2026 $30,000June 1-30th 2026 |
 | Luxurious Sagaponack Home, Newly Renovated. Spacious and Modern! 18 E Woods Path | $95,000August 1st to Labor Day 2026 $85,000August 1-31st 2026 $165,000July 1st thru Labor Day 2026 $85,000July 1-31st 2026 $85,000June 1-30th 2026 $30,000Short term 2026 |
 | New Rental in Southampton Available for US OPEN 34 Village Green Dr Southampton | $5,000November 1-30th 2026 $5,000October 1-31st 2026 $5,000September 1-30th 2026 $15,000Winter 2026 $10,000April through May 2026 $5,000April 1-30th 2026 $5,000January 1-31st 2026 $5,000March 1-31st 2026 $5,000May 1-31st 2026 $40,000June 1-30th 2026 |
 | 2 BR 2 bath | $60,000Year round 2026 |
 | 16 Pond Xing, Unit 7 Southampton NY $7,500April through May 2026 $7,500May 1-31st 2026 $7,500November 1-30th 2026 $7,500October 1-31st 2026 $114,500Year round 2026 $7,500Winter 2026 $7,500April 1-30th 2026 $5,500January 1-31st 2026 $7,500March 1-31st 2026 4 BR 3½ bath | $7,500April through May 2026 $7,500May 1-31st 2026 $7,500November 1-30th 2026 $7,500October 1-31st 2026 $114,500Year round 2026 $7,500Winter 2026 $7,500April 1-30th 2026 $5,500January 1-31st 2026 $7,500March 1-31st 2026 |
 | Sag Harbor Compound Sag HarborWebID# 4857915 $160,000Memorial Day to Labor Day 2026 $289,000Year round 2026 5 BR 3½ bath | $160,000Memorial Day to Labor Day 2026 $289,000Year round 2026 |
 | Southampton Resort Style Living- 4 Level Modern with Pool +Beach 8 Middle Pond Ln | $20,000April 1-30th 2026 $150,000August 1st to Labor Day 2026 $150,000August 1-31st 2026 $15,000January 1-31st 2026 $225,000July 1st thru Labor Day 2026 $100,000July 1-31st 2026 $75,000June 1-30th 2026 $15,000March 1-31st 2026 $25,000May 1-31st 2026 $20,000October 1-31st 2026 $50,000September 1-30th 2026 |
 | Bridgehampton Serenity 158 Norris Ln | $280,000April through Labor Day 2026 $20,000April 1-30th 2026 $20,000January 1-31st 2026 $175,000June-July 2026 $20,000March 1-31st 2026 $260,000May through Labor Day 2026 $35,000May 1-31st 2026 $225,000Memorial Day to Labor Day 2026 $30,000November 1-30th 2026 $30,000October 1-31st 2026 $40,000September 1-30th 2026 $70,000Winter 2026 $360,000Year round 2026 |
 | 3 BR 2 bath | $18,000October 1-31st 2026 |
 | 4 Bedroom Upper Condo 404 High Pond Ln | $55,000August 1st to Labor Day 2026 $100,000July 1st thru Labor Day 2026 $50,000July 1-31st 2026 $75,000June-July 2026 $125,000Memorial Day to Labor Day 2026 $12,000November 1-30th 2026 $12,000October 1-31st 2026 $20,000September 1-30th 2026 $40,000June 1-30th 2026 |
 | Easy Summer Living in Shinnecock Hills 10 Charla Dr | $3,000April 1-30th 2026 $15,000August 1st to Labor Day 2026 $3,000January 1-31st 2026 $3,000March 1-31st 2026 $10,000June 1-30th 2026 |
 | New Construction 7 Bedroom Southampton Village 23 South St | $160,000August 1st to Labor Day 2026 $300,000July 1st thru Labor Day 2026 $150,000July 1-31st 2026 $200,000June-July 2026 $75,000June 1-30th 2026 $50,000May 1-31st 2026 $350,000Memorial Day to Labor Day 2026 $40,000September 1-30th 2026 $475,000Year round 2026 $40,000April 1-30th 2026 $25,000October 1-31st 2026 $25,000January 1-31st 2026 $25,000March 1-31st 2026 $25,000November 1-30th 2026 |
 | Charming 3-Bedroom Cottage, steps to all 64 Point St | $13,900September 1-30th 2026 $18,000August 1st to Labor Day 2026 $22,000July 1st thru Labor Day 2026 $15,000July 1-31st 2026 $11,000June 1-30th 2026 $34,000Memorial Day to Labor Day 2026 |
 | Boat Lover’s Heaven! 8 Hyler Dr | $50,000Memorial Day to Labor Day 2026 $20,000May 1-31st 2026 $35,000June 1-30th 2026 $25,000July 1-31st 2026 $30,000August 1st to Labor Day 2026 $30,000August 1-31st 2026 $15,000April 1-30th 2026 $10,000January 1-31st 2026 $12,000March 1-31st 2026 |
 | Luxury Southampton Village Rental – Elegant Shingle-Style Estate 111 Post Ln | $95,000June 1-30th 2026 $40,000May 1-31st 2026 $40,000October 1-31st 2026 $50,000September 1-30th 2026 |
 | Unparalleled Oceanfront Summer Retreat in Quogue 210 Dune Rd | $50,000April 1-30th 2026 $275,000August 1st to Labor Day 2026 $275,000August 1-31st 2026 $225,000July 1-31st 2026 $125,000June 1-30th 2026 $75,000May 1-31st 2026 $125,000September 1-30th 2026 |
 | Southampton Home with Sports Court and Pool 14 Long Springs Rd | $165,000August 1st to Labor Day 2026 $300,000July 1st thru Labor Day 2026 $150,000July 1-31st 2026 $375,000Memorial Day to Labor Day 2026 $25,000November 1-30th 2026 $25,000October 1-31st 2026 $50,000September 1-30th 2026 |
 | Summer on Gin Lane 477 Little Plains Rd | $190,000August 1st to Labor Day 2026 $350,000July 1st thru Labor Day 2026 $180,000July 1-31st 2026 $395,000Memorial Day to Labor Day 2026 $495,000Year round 2026 |
 | Ideal Hamptons Summer Getaway with Heated Pool and Volleyball 17 North Quarter Rd | $45,000August 1-31st 2026 $85,000July 1st thru Labor Day 2026 $40,000July 1-31st 2026 $80,000June-July 2026 $50,000June 1-30th 2026 |
 | Beautiful 7 Bedroom New Construction Home 66 Rosko Ln | $130,000August 1st to Labor Day 2026 $240,000July 1st thru Labor Day 2026 $120,000July 1-31st 2026 $160,000June-July 2026 $45,000May 1-31st 2026 $275,000Memorial Day to Labor Day 2026 $40,000September 1-30th 2026 $400,000Year round 2026 $25,000November 1-30th 2026 $25,000October 1-31st 2026 $25,000January 1-31st 2026 $35,000April 1-30th 2026 $100,000June 1-30th 2026 $25,000March 1-31st 2026 |
 | Cozy Off-Season Escape 6 Wickatuck Dr | $4,250April 1-30th 2026 $4,250January 1-31st 2026 $4,250March 1-31st 2026 |
 | Beautifully Renovated Home with a Fantastic Outside Space! SouthamptonWebID# 2546044 $10,000April 1-30th 2026 $40,000August 1st to Labor Day 2026 $35,000July 1-31st 2026 $30,000June 1-30th 2026 $10,000March 1-31st 2026 $20,000May 1-31st 2026 3 BR 3 bath | $10,000April 1-30th 2026 $40,000August 1st to Labor Day 2026 $35,000July 1-31st 2026 $30,000June 1-30th 2026 $10,000March 1-31st 2026 $20,000May 1-31st 2026 |
 | East Quogue South With a Brand New Pool! 9 Eisenhower Dr | $17,500September 1-30th 2026 $35,000August 1st to Labor Day 2026 $35,000August 1-31st 2026 $65,000July 1st thru Labor Day 2026 $30,000July 1-31st 2026 $50,000June-July 2026 $20,000June 1-30th 2026 $80,000Memorial Day to Labor Day 2026 |
 | 4 BR 4½ bath | |
 | Beautifully refreshed cottage in Sag Harbor 47 Stoney Hill Rd | $4,000April 1-30th 2026 $19,000August 1st to Labor Day 2026 $19,000August 1-31st 2026 $4,000January 1-31st 2026 $35,000July 1st thru Labor Day 2026 $16,000July 1-31st 2026 $4,000March 1-31st 2026 $40,000Memorial Day to Labor Day 2026 $4,000November 1-30th 2026 $4,000October 1-31st 2026 $4,000September 1-30th 2026 $4,000Winter 2026 |
 | The LUXURY RESORT SouthamptonWebID# 2380760 $225,000August 1st to Labor Day 2026 $199,000August 1-31st 2026 $350,000July 1st thru Labor Day 2026 $199,000July 1-31st 2026 $225,000June-July 2026 $100,000June 1-30th 2026 $450,000Memorial Day to Labor Day 2026 8 BR 11 bath | $225,000August 1st to Labor Day 2026 $199,000August 1-31st 2026 $350,000July 1st thru Labor Day 2026 $199,000July 1-31st 2026 $225,000June-July 2026 $100,000June 1-30th 2026 $450,000Memorial Day to Labor Day 2026 |
 | Newly Restored Southampton Summer Home 6 McGregor Dr | $60,000August 1st to Labor Day 2026 $50,000August 1-31st 2026 $100,000July 1st thru Labor Day 2026 $50,000July 1-31st 2026 $45,000June 1-30th 2026 $120,000Memorial Day to Labor Day 2026 $165,000Year round 2026 |
 | Southampton Summer Rental 4BR w Pool, Jeep Wrangler & Beach Pass 21 Kennedy Dr | $115,000April through Labor Day 2026 $19,000April through May 2026 $8,000April 1-30th 2026 $42,500August 1st to Labor Day 2026 $42,500August 1-31st 2026 $42,500July 1-31st 2026 $70,000June-July 2026 $82,000July 1st thru Labor Day 2026 $105,000May through Labor Day 2026 $90,000Memorial Day to Labor Day 2026 $8,000November 1-30th 2026 $12,000October 1-31st 2026 $15,000September 1-30th 2026 $175,000Year round 2026 $10,000May 1-31st 2026 $45,000June 1-30th 2026 |
 | Proven Sag Harbor Rental — Holiday Warmth, Summer Perfection 19 Tredwell Ln | $40,000August 1-31st 2026 $35,000July 1-31st 2026 |
 | Waterfront in Sag Harbor Village! 11 Bluff Point Rd | $40,000August 1st to Labor Day 2026 $40,000August 1-31st 2026 $75,000July 1st thru Labor Day 2026 $35,000July 1-31st 2026 $95,000Memorial Day to Labor Day 2026 $6,500April 1-30th 2026 $6,500January 1-31st 2026 $6,500March 1-31st 2026 |
 | Exquisite Newly Renovated Southampton Village Home 81 Leos Ln | $30,000April 1-30th 2026 $25,000January 1-31st 2026 $375,000July 1st thru Labor Day 2026 $150,000June 1-30th 2026 $25,000March 1-31st 2026 $40,000May 1-31st 2026 $425,000Memorial Day to Labor Day 2026 |
 | Beautiful Southampton Village Retreat Pool + Tennis 298 Narrow Ln | $30,000January 1-31st 2026 $30,000March 1-31st 2026 $175,000August 1st to Labor Day 2026 |
 | Gorgeously Renovated Southampton Village Home! 241 Hill St | $125,000August 1st to Labor Day 2026 $100,000July 1-31st 2026 $50,000June 1-30th 2026 $250,000Memorial Day to Labor Day 2026 $50,000September 1-30th 2026 |
 | Canal Front - 4 Bedroom - Hampton Bays Southampton | $10,000September 1-30th 2026 $15,000August 1st to Labor Day 2026 $30,000July 1st thru Labor Day 2026 $15,000July 1-31st 2026 $10,000June 1-30th 2026 $40,000Memorial Day to Labor Day 2026 |
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