Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | Peaceful retreat awaits in Sag Harbor-Your own secluded getaway! 12 Cedar Ave | $85,000July 1st thru Labor Day $50,000August 1st to Labor Day $40,000July 1-31st $50,000August 1-31st |
 | Private Oaisis in Southampton 55 Seaweed Rd | $25,000September 1-30th $51,500August 1-31st $47,500July 1-31st |
 | FURNISHED 4 BR 3 bath | |
 | Heart of Southampton Village! 119 Burnett St | $50,000July 1-31st $50,000August 1st to Labor Day $20,000September 1-30th $15,000October 1-31st |
 | Sag Harbor Village with Saltwater Pool 289 Madison St | $50,000July 1-31st $60,000August 1st to Labor Day |
 | Southampton Village Classic Home 158 Halsey St | $50,000August 1st to Labor Day $50,000August 1-31st |
 | South of the Highway Southampton Beauty 350 Montauk Hwy, Southampton | $7,500January 1-31st 2026 $7,500February 1-28th 2026 $7,500March 1-31st 2026 $7,500April 1-30th 2026 |
 | South of the Highway Southampton Beauty 350 Montauk Hwy | $7,500January 1-31st 2026 $37,000July 1-31st 2026 $35,000June 1-30th 2026 $7,500March 1-31st 2026 |
 | 5 Bedroom Sag Harbor Sag HarborWebID# 1087026 $20,000September 1-30th $50,000August 1st to Labor Day $50,000August 1-31st 5 BR 3½ bath | $20,000September 1-30th $50,000August 1st to Labor Day $50,000August 1-31st |
 | 4 Bedroom Southampton Beauty 761 North Sea Mecox Rd | $25,000September 1-30th $15,000October 1-31st $10,000November 1-30th $10,000December 1-31st |
 | Bright Contemporary Sag HarborWebID# 1071998 $7,000April 1-30th $5,000February 1-28th $5,000March 1-31st $5,000December 1-31st 4 BR 3½ bath | $7,000April 1-30th $5,000February 1-28th $5,000March 1-31st $5,000December 1-31st |
 | 4 BR 3½ bath | $50,000June 1-30th |
 | Dune Road Perfection Southampton | $35,000July 1-31st $22,000September 1-30th $5,000October 1-31st $50,000August 1-31st |
 | Summer Rental Southampton | $50,000July 1-31st $95,000July 1st thru Labor Day $60,000August 1st to Labor Day |
 | FURNISHED 5 BR 5 bath | $47,500September 1-30th |
 | 4 BR 3½ bath | $45,000August 1-31st |
 | Secluded 3-bd,2.5-br gem on over 2 acres, minutes from beaches! Sag HarborWebID# 3626507 $45,000July 1-31st $45,000August 1-31st $150,000Year round $15,000September 1-30th 3 BR 2½ bath | $45,000July 1-31st $45,000August 1-31st $150,000Year round $15,000September 1-30th |
 | Well maintained Contemporary Home Close to Beaches 1154 Brick Kiln Rd | $45,000August 1st to Labor Day |
 | Stylish! 4 Bed, Pool, Bridgehampton/ AUG. OR 2 WK SHORT TERM 2023 Southampton | $45,000August 1st to Labor Day |
 | Sagaponack 3 Bed Designer Decorated Saltbox. Great Summer House Southampton | $130,000Year round $45,000July 1-31st $90,000July 1st thru Labor Day $50,000August 1st to Labor Day |
 | Westhampton Beach Summer Rental Get-away!! 37 Beach Ln | $195,000Memorial Day to Labor Day $45,000June 1-30th $70,000July 1-31st $155,000July 1st thru Labor Day |
 | 4 BR 3 bath | $70,000June-July $45,000July 1-31st |
 | Pool, Tennis and Five Bedrooms in Southampton SouthamptonWebID# 1087327 $30,000September 1-30th $45,000July 1-31st 5 BR 4 bath | $30,000September 1-30th $45,000July 1-31st |
 | Southampton Townhouse! 10 Leland Ln Unit 37 | $45,000June-July $50,000July 1st thru Labor Day |
 | 4 BR 4 bath | $45,000August 1st to Labor Day |
 | 3 BR 2½ bath | $42,000August 1st to Labor Day |
 | 6 BR 5 bath | $40,000September 1-30th |
 | Southampton Waterfront with Dock 29 Waters Edge Rd | $100,000Memorial Day to Labor Day 2026 $30,000June 1-30th 2026 $40,000July 1-31st 2026 $40,000August 1-31st 2026 |
 | Stylish Contemporary Home with Private deck and Pool! Southampton | $40,000July 1-31st |
 | Wonderful newly renovated home South of the Highway 6 Bishop Pl | $4,500Winter $20,000May 1-31st $25,000June 1-30th $40,000July 1-31st |
 | Water Mill Traditional with Sweeping Farm Views and Heated Pool $40,000July 1-31st $85,000July 1st thru Labor Day $20,000Extended season $45,000August 1st to Labor Day FURNISHED 4 BR 3½ bath | $40,000July 1-31st $85,000July 1st thru Labor Day $20,000Extended season $45,000August 1st to Labor Day |
 | Charming Southampton Art Village Cottage-Timeless Summer Retreat! 21 Ochre Ln | $39,500August 1-31st $21,000Short term $23,000September 1-30th $40,000August 1st to Labor Day |
 | Bright Home With Pool & Close to Village of Sag Harbor 156 Suffolk St | $15,000September 1-30th $40,000July 1-31st $40,000August 1st to Labor Day $15,000October 1-31st |
 | 4 Bed 3 1/2 Bath Pool and Community Tennis SouthamptonWebID# 1086655 $40,000July 1-31st $80,000July 1st thru Labor Day 4 BR 3½ bath | $40,000July 1-31st $80,000July 1st thru Labor Day |
 | Sagaponack Victorian 791 Sagg Main St | $40,000July 1-31st $42,000August 1st to Labor Day |
 | Bayfront Heaven - Stylish 3 Bed on the Bluff With Private Beach SouthamptonWebID# 1087552 $25,000September 1-30th $40,000July 1-31st $55,000August 1st to Labor Day 3 BR 2 bath | $25,000September 1-30th $40,000July 1-31st $55,000August 1st to Labor Day |
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