Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | Southampton Village Classic with Community Tennis SouthamptonWebID# 4983192 $140,000Memorial Day to Labor Day $180,000Year round 4 BR 4½ bath | $140,000Memorial Day to Labor Day $180,000Year round |
 | New Renovated Stylish Seaside Home with Pool, Bar & Game Room East QuogueWebID# 4974245 $40,000August 1st to Labor Day $35,000August 1-31st $35,000July 1-31st $12,000May 1-31st 4 BR 3 bath | $40,000August 1st to Labor Day $35,000August 1-31st $35,000July 1-31st $12,000May 1-31st |
 | Updated Bridgehampton Home & Tennis! BridgehamptonWebID# 4970160 $70,000August 1st to Labor Day $65,000August 1-31st $120,000July 1st thru Labor Day $40,000July 1-31st 6 BR 4½ bath | $70,000August 1st to Labor Day $65,000August 1-31st $120,000July 1st thru Labor Day $40,000July 1-31st |
 | 2 BR 2 bath | $57,600Year round $25,000June 1-30th |
 | 6 bedroom private home w tennis, pool on 4 acres in Water Mill Water MillWebID# 4917421 $150,000Memorial Day to Labor Day $85,000August 1st to Labor Day $80,000August 1-31st $40,000June 1-30th 6 BR 4½ bath | $150,000Memorial Day to Labor Day $85,000August 1st to Labor Day $80,000August 1-31st $40,000June 1-30th |
 | 5 BR 3½ bath | $160,000Memorial Day to Labor Day |
 | Southampton Resort Style Living- 4 Level Modern with Pool +Beach 8 Middle Pond Ln | $20,000April 1-30th $150,000August 1st to Labor Day $150,000August 1-31st $15,000January 1-31st |
 | Hamptons Retreat for U.S. Golf Open 278 Millstone Rd | $100,000Short term |
 | Bridgehampton Serenity 158 Norris Ln | $280,000April through Labor Day $20,000April 1-30th $20,000January 1-31st $175,000June-July |
 | 4 Bedroom Upper Condo 404 High Pond Ln | $55,000August 1st to Labor Day $100,000July 1st thru Labor Day $50,000July 1-31st $75,000June-July |
 | Easy Summer Living in Shinnecock Hills 10 Charla Dr | $3,000April 1-30th $15,000August 1st to Labor Day $3,000January 1-31st $3,000March 1-31st |
 | New Construction 7 Bedroom Southampton Village 23 South St | $160,000August 1st to Labor Day $300,000July 1st thru Labor Day $150,000July 1-31st $200,000June-July |
 | Charming 3-Bedroom Cottage, steps to all 64 Point St | $13,900September 1-30th $18,000August 1st to Labor Day $22,000July 1st thru Labor Day $15,000July 1-31st |
 | Boat Lover’s Heaven! 8 Hyler Dr | $50,000Memorial Day to Labor Day $20,000May 1-31st $35,000June 1-30th $25,000July 1-31st |
 | Luxury Southampton Village Rental – Elegant Shingle-Style Estate 111 Post Ln | $95,000June 1-30th $40,000May 1-31st $40,000October 1-31st $50,000September 1-30th |
 | Summer on Gin Lane 477 Little Plains Rd | $190,000August 1st to Labor Day $350,000July 1st thru Labor Day $180,000July 1-31st $395,000Memorial Day to Labor Day |
 | Ideal Hamptons Summer Getaway with Heated Pool and Volleyball 17 North Quarter Rd | $45,000August 1-31st $85,000July 1st thru Labor Day $40,000July 1-31st $80,000June-July |
 | Beautiful 7 Bedroom New Construction Home 66 Rosko Ln | $130,000August 1st to Labor Day $240,000July 1st thru Labor Day $120,000July 1-31st $160,000June-July |
 | Cozy Off-Season Escape 6 Wickatuck Dr | $4,250April 1-30th $4,250January 1-31st $4,250March 1-31st |
 | Beautifully Renovated Home with a Fantastic Outside Space! SouthamptonWebID# 2546044 $10,000April 1-30th $40,000August 1st to Labor Day $35,000July 1-31st $30,000June 1-30th 3 BR 3 bath | $10,000April 1-30th $40,000August 1st to Labor Day $35,000July 1-31st $30,000June 1-30th |
 | East Quogue South With a Brand New Pool! 9 Eisenhower Dr | $17,500September 1-30th $35,000August 1st to Labor Day $35,000August 1-31st $65,000July 1st thru Labor Day |
 | Beautifully refreshed cottage in Sag Harbor 47 Stoney Hill Rd | $4,000April 1-30th $19,000August 1st to Labor Day $19,000August 1-31st $4,000January 1-31st |
 | The LUXURY RESORT SouthamptonWebID# 2380760 $225,000August 1st to Labor Day $199,000August 1-31st $350,000July 1st thru Labor Day $199,000July 1-31st 8 BR 11 bath | $225,000August 1st to Labor Day $199,000August 1-31st $350,000July 1st thru Labor Day $199,000July 1-31st |
 | Newly Restored Southampton Summer Home 6 McGregor Dr | $60,000August 1st to Labor Day $50,000August 1-31st $100,000July 1st thru Labor Day $50,000July 1-31st |
 | Southampton Summer Rental 4BR w Pool, Jeep Wrangler & Beach Pass 21 Kennedy Dr | $115,000April through Labor Day $19,000April through May $8,000April 1-30th $42,500August 1st to Labor Day |
 | Proven Sag Harbor Rental — Holiday Warmth, Summer Perfection 19 Tredwell Ln | $40,000August 1-31st $35,000July 1-31st |
 | Waterfront in Sag Harbor Village! 11 Bluff Point Rd | $40,000August 1st to Labor Day $40,000August 1-31st $75,000July 1st thru Labor Day $35,000July 1-31st |
 | Exquisite Newly Renovated Southampton Village Home 81 Leos Ln | $30,000April 1-30th $25,000January 1-31st $150,000June 1-30th $25,000March 1-31st |
 | Beautiful Southampton Village Retreat Pool + Tennis 298 Narrow Ln | $30,000January 1-31st $30,000March 1-31st $175,000August 1st to Labor Day |
 | Gorgeously Renovated Southampton Village Home! 241 Hill St | $125,000August 1st to Labor Day $100,000July 1-31st $50,000June 1-30th $250,000Memorial Day to Labor Day |
 | Perfection on Shinnecock Bay 46 Atterbury Rd | $10,000October 1-31st $25,000September 1-30th $75,000July 1-31st $35,000June 1-30th |
 | Sag Harbor Waterfront Home 27 Clearview Dr | $55,000August 1st to Labor Day $95,000July 1st thru Labor Day $50,000August 1-31st $115,000Memorial Day to Labor Day |
 | Nice and Easy Summer Rental in Shinnecock Hills SouthamptonWebID# 1086530 $9,800October 1-31st $11,900September 1-30th $59,000Memorial Day to Labor Day $22,000July 1-31st 4 BR 3½ bath | $9,800October 1-31st $11,900September 1-30th $59,000Memorial Day to Labor Day $22,000July 1-31st |
 | Canal Front - 4 Bedroom - Hampton Bays Southampton | $10,000September 1-30th $15,000August 1st to Labor Day $30,000July 1st thru Labor Day $15,000July 1-31st |
 | 4 BR 4½ bath | |
 | Water Mill -Big Blue Open Skies-Yearly Rental 896 Deerfield Rd, Water Mill | $4,500December 1-31st $4,500January 1-31st 2026 $4,500February 1-28th 2026 $4,500March 1-31st 2026 |
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