Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | Private Gem in Southampton Near Peconic Bay SouthamptonWebID# 4776535 $35,000August 1st to Labor Day 2026 $65,000July 1st thru Labor Day 2026 $30,000July 1-31st 2026 4 BR 3 bath | $35,000August 1st to Labor Day 2026 $65,000July 1st thru Labor Day 2026 $30,000July 1-31st 2026 |
 | Southampton Retreat Minutes from Village & Ocean Beaches 565 Montauk Hwy | $65,000August 1st to Labor Day 2026 $120,000July 1st thru Labor Day 2026 $60,000July 1-31st 2026 |
 | Brand New Construction Bridgehampton 4 Bedroom With Pool! 9 Chester St | $75,000August 1st to Labor Day $55,000July 1-31st $20,000September 1-30th $30,000Extended season 2026 |
 | SAG HARBOR WATERFRONT COMMUNITY WITH PRIVATE BEACH ACCESS 4 Waterview Rd | $25,000August 1-31st 2026 $25,000Short term 2026 $60,000Memorial Day to Labor Day 2026 $28,000August 1st to Labor Day 2026 |
 | Waterfront Community Crisp and Cool - Run and Rent 25 Shadyrest Dr | $40,000August 1-31st 2026 |
 | Sagaponack 4 Bed Pristine Saltbox With Pool 647 Narrow Ln | $48,000August 1-31st 2026 $38,000July 1-31st 2026 $20,000June 1-30th 2026 $10,000September 1-30th 2026 |
 | Southampton Village Rental 39 David Whites Ln | $5,000April 1-30th 2026 $20,000August 1st to Labor Day 2026 $5,000January 1-31st 2026 $40,000July 1st thru Labor Day 2026 |
 | Experience serenity in this Sag Harbor 3-bed, 2-bath home! 30 Oak Ln | $35,000August 1-31st 2026 $35,000July 1-31st 2026 $12,000June 1-30th 2026 $90,000Memorial Day to Labor Day 2026 |
 | Southampton Village Ranch 45 James St | $6,500April 1-30th 2026 $45,000August 1st to Labor Day 2026 $40,000August 1-31st 2026 $5,500January 1-31st 2026 |
 | 4 Bedroom Village Rental 140 Pelletreau St | $55,000August 1st to Labor Day 2026 $90,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 |
 | Water Mill Tranquility 474 Water Mill Towd Rd | $55,000August 1st to Labor Day 2026 $88,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 $30,000June 1-30th 2026 |
 | The Secret Garden 379 Ferry Rd | $10,000October 1-31st 2026 $15,000September 1-30th 2026 $30,000August 1st to Labor Day 2026 $45,000July 1st thru Labor Day 2026 |
 | Charming Waterfront Southampton Rental 65 Waters Edge Rd | $9,000April 1-30th 2026 $30,500June 1-30th 2026 $9,000November 1-30th 2026 $9,000October 1-31st 2026 |
 | Newly Renovated Summer Rental close to village with new pool! 20 Robinson Rd | $78,000Year round 2026 $20,000August 1st to Labor Day 2026 $20,000August 1-31st 2026 $38,000July 1st thru Labor Day 2026 |
 | Westhampton Oceanfront Rental 329 Dune Rd | $165,000August 1st to Labor Day 2026 $290,000July 1st thru Labor Day 2026 $155,000July 1-31st 2026 $60,000June 1-30th 2026 |
 | 3 BR 1½ bath | $16,000June 1-30th 2026 |
 | Sag Harbor Village Newly Renovated Rental 71 Franklin Ave | $62,000August 1st to Labor Day 2026 $110,000July 1st thru Labor Day 2026 $62,000August 1-31st 2026 $55,000July 1-31st 2026 |
 | Beach House 5 Min walk from the Beach 282 Town Line Rd | $50,000August 1st to Labor Day 2026 $45,000August 1-31st 2026 $100,000July 1st thru Labor Day 2026 $45,000July 1-31st 2026 |
 | Southampton Beach Cottage Dream 8 Longview Rd | $25,000July 1-31st 2026 $48,000July 1st thru Labor Day 2026 $20,000June 1-30th 2026 $28,000August 1-31st 2026 |
 | Contemporary Shinnecock Hills Rental 17 Hillside Rd | $45,000August 1st to Labor Day 2026 $80,000July 1st thru Labor Day 2026 $33,000July 1-31st 2026 $50,000June-July 2026 |
 | Elegant Southampton Home South of Highway, minutes to the village 305 Hill St | $140,000Memorial Day to Labor Day 2026 |
 | Bridgehampton gem, seconds to village 7 Halsey St | $240,000Year round 2026 |
 | Southampton 7 Bedroom Home 374 North Sea Mecox Rd | $140,000August 1-31st 2026 $215,000July 1st thru Labor Day 2026 $170,000July 1-31st 2026 $215,000June-July 2026 |
 | Charming Sag Harbor Village Home! 76 Harrison St | $90,000Year round 2026 $58,000Memorial Day to Labor Day 2026 |
 | 3 BR 2 bath | |
 | New Construction on Cheviot Road 16 Cheviot Rd | $60,000June 1-30th 2026 $300,000Year round 2026 $95,000August 1-31st 2026 $95,000July 1-31st 2026 |
 | NEWLY RENOVATED & CLOSE TO TOWN 57 Palmer Ter | $30,000August 1st to Labor Day 2026 $25,000July 1-31st 2026 |
 | Oasis in Southampton Shores with private beach 74 Scotts Landing Rd | $23,500August 1st to Labor Day 2026 $50,000July 1st thru Labor Day 2026 $20,000July 1-31st 2026 $10,000June 1-30th 2026 |
 | Charming and Completely Renovated Southampton Home!! 122 Longview Rd | $40,000August 1-31st 2026 $37,500July 1-31st 2026 $35,000June 1-30th 2026 |
 | Water Mill South - Lovely Private Home Close to Ocean! Southampton | $60,000Short term |
 | SOHO CHIC MEETS THE HAMPTONS 20 Hubbard Ln Unit 98 | $7,000November 1-30th 2026 $7,000April 1-30th 2026 $7,000January 1-31st 2026 $34,000July 1-31st 2026 |
 | 5 Bdrm.carriage House in Estate Section of Southampton Village 470 Captains Neck Ln | $190,000Year round 2026 |
 | Magnificent Bay Front Estate in Desirablenorth Sea Beach Colony 3 Bay St | $200,000Memorial Day to Labor Day 2026 $40,000June 1-30th 2026 $40,000September 1-30th 2026 $25,000November 1-30th 2026 |
 | TRANQUILITY IN SOUTHAMPTON W HEATED POOL & PRIVATE TENNIS COURT! 53 Hidden Cove Ct | $12,500April 1-30th 2026 $52,500August 1st to Labor Day 2026 $47,500August 1-31st 2026 $12,500January 1-31st 2026 |
 | 5 BR 4½ bath | $25,000December 1-31st |
 | 2 acre oasis in East Quogue 10 Honeysuckle Ln | $60,000August 1st to Labor Day 2026 $100,000July 1st thru Labor Day 2026 $50,000July 1-31st 2026 $65,000June-July 2026 |
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