Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | Southampton Resort Style Living- 4 Level Modern with Pool, Beach +Bay Access 8 Middle Pond Ln | $20,000November 1-30th $20,000December 1-31st $50,000September 1-30th $25,000October 1-31st |
 | EXQUISITE MASTERPIECE IN SOUTHAMPTON - A PRIVATE RESORT RETREAT 8 Terrace Ave | $100,000July 1-31st $150,000August 1-31st $150,000August 1st to Labor Day $50,000Extended season |
 | Stunning Modern Farmhouse Built in 2022 240 Head of Pond Road | $55,000September 1-30th $150,000August 1st to Labor Day |
 | Southampton Village 39 Adams Ln | $60,000September 1-30th $60,000October 1-31st $60,000November 1-30th $60,000December 1-31st |
 | Magnificent Southampton Resort Style 5 Bedrooms 5.5 Bath Pool Lounge 102 McGregor Dr | |
 | The Ideal Oceanfront Hamptons Summer Residence Southampton | $195,000August 1-31st $195,000August 1st to Labor Day |
 | Unique opportunity in the heart of Westhampton Beach 86 Jessup Ln | $125,000August 1-31st |
 | The Ultimate Resort Style Bayfront Opportunity 157 Dune Rd | $25,000February 1-28th $25,000March 1-31st $35,000April 1-30th $40,000May 1-31st |
 | Gorgeous Summer Rental 1426 Deerfield Rd | $85,000July 1st thru Labor Day $125,000Memorial Day to Labor Day $18,000Short term |
 | Newly Renovated Southampton Getaway 9 White Oak Ln | $140,000Memorial Day to Labor Day $100,000July 1st thru Labor Day $160,000April through Labor Day |
 | 6 BR 5 bath | $75,000July 1-31st $75,000August 1-31st |
 | SUMMER FUN IN HAMPTON BAYS 5 Fanning Ave | $55,000July 1st thru Labor Day $32,000August 1st to Labor Day |
 | Brand New Renovated 7 Bedroom Southampton Village Home 175 Bishops Ln | $130,000July 1-31st $250,000July 1st thru Labor Day $170,000June-July $140,000August 1st to Labor Day |
 | Stunning Southampton Pines with Heated Pool 131 Malloy Dr | $45,000August 1-31st |
 | Southampton Village Gem 11 Henry St | $30,000July 1st thru Labor Day $15,000August 1st to Labor Day |
 | Ideal Quogue Village rental situated on the prestigious Dune Road 76 Dune Rd | $25,000September 1-30th 2026 |
 | 3 BR 2 bath | $25,000July 1-31st |
 | Sag Harbor Modern Oasis 170 Northside Dr | $160,000Memorial Day to Labor Day 2026 $19,999Standard monthly rent 2026 $23,000Short term |
 | Waterfront with Dock in Sag Harbor Village! 5 Bluff Point Ln | $20,000June 1-30th $25,000Short term |
 | East Quoge Stunner 3 Clara Dr | $110,000Memorial Day to Labor Day 2026 $20,000June 1-30th 2026 $30,000July 1-31st 2026 $30,000August 1-31st 2026 |
 | Charming, Well-Built Post-Modern Just Minutes from a Private Bay 10 Foxboro Rd | $10,000September 1-30th 2026 |
 | WESTHAMPTON LUXURY WATERFRONT CONDO 2026 U.S. Open 3047 Mitchell Rd | $65,000Memorial Day to Labor Day |
 | Private Sag Harbor Retreat on 3+ Acres with Pool, Tennis & More Sag HarborWebID# 5078375 $20,000April 1-30th $150,000July 1-31st $200,000June-July $75,000June 1-30th 5 BR 6 bath | $20,000April 1-30th $150,000July 1-31st $200,000June-July $75,000June 1-30th |
 | Luxury Condo Close to 2026 U.S. Open! 1 Village Green Dr | $35,000August 1-31st $35,000July 1-31st $60,000June-July $40,000June 1-30th |
 | Elegant Gated Estate Just Minutes from Southampton Village SouthamptonWebID# 5054787 $15,000April 1-30th $125,000August 1st to Labor Day $15,000January 1-31st $200,000July 1st thru Labor Day 5 BR 6½ bath | $15,000April 1-30th $125,000August 1st to Labor Day $15,000January 1-31st $200,000July 1st thru Labor Day |
 | 2 BR 1½ bath | $4,950Year round |
 | Southampton Beach House| Close Proximity to the U.S. Open SouthamptonWebID# 5032429 $25,000April through May $13,000April 1-30th $35,000August 1st to Labor Day $32,500August 1-31st 3 BR 2 bath | $25,000April through May $13,000April 1-30th $35,000August 1st to Labor Day $32,500August 1-31st |
 | 3 BR 2½ bath | $40,000June 1-30th |
 | 3 BR 2 bath | $40,000June 1-30th |
 | US OPEN Golf Retreat Under a mile from Shinnecock Hills Golf Club SouthamptonWebID# 5026226 $40,000June 1-30th 3 BR 2 bath | $40,000June 1-30th |
 | US OPEN Stylish Rental Steps from Shinnecock Hills Golf Club SouthamptonWebID# 5026764 $40,000June 1-30th 3 BR 2 bath | $40,000June 1-30th |
 | 3 BR 2 bath | $40,000June 1-30th |
 | 3 BR 2 bath | $40,000June 1-30th |
 | Waterviews for US Open SouthamptonWebID# 5016865 3 BR 4 bath | |
 | US Open Summer HQ Bayfront Oasis Minutes from Shinnecock Hills SouthamptonWebID# 5008257 $50,000June 1-30th 4 BR 4 bath | $50,000June 1-30th |
 | Bright & Modern New Construction Rental in The Hamptons 104 Squiretown Rd | $40,000August 1st to Labor Day $35,000July 1-31st $22,000June 1-30th $90,000Memorial Day to Labor Day |
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