Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | Westhampton Oceanfront Southampton | $60,000July 1-31st $120,000July 1st thru Labor Day $65,000August 1-31st |
 | Southampton Village 4 Bedroom -excellent Location for Coopers 9 Heady Creek Ln | $65,000July 1-31st $120,000July 1st thru Labor Day $75,000August 1st to Labor Day $20,000September 1-30th |
 | 5 BR 4 bath | $65,000August 1st to Labor Day |
 | South of the Highway Southampton Village 329 Little Plains Rd | $65,000July 1-31st $250,000Year round $45,000September 1-30th |
 | Conveniently Located Water Mill Home! Southampton | $65,000August 1st to Labor Day |
 | Chic Southampton Summer Retreat with Pool on Private Flag Lot 167 Tuckahoe Ln | $45,000September 1-30th $100,000June 1-30th $55,000July 1-31st $55,000August 1-31st |
 | 6 bedroom private home w tennis, pool on 4 acres in Water Mill 249 Roses Grove Rd | $59,000July 1-31st |
 | Beautiful Bay View Southampton Rental SouthamptonWebID# 1088716 $110,000July 1st thru Labor Day $65,000August 1st to Labor Day $60,000July 1-31st $85,000June-July 4 BR 5 bath | $110,000July 1st thru Labor Day $65,000August 1st to Labor Day $60,000July 1-31st $85,000June-July |
 | Designer Decorated Classic Hamptons Home With 4 bedrooms & Pool SouthamptonWebID# 1086736 $60,000August 1st to Labor Day $20,000September 1-30th $15,000October 1-31st $10,000November 1-30th FURNISHED 4 BR 3½ bath | $60,000August 1st to Labor Day $20,000September 1-30th $15,000October 1-31st $10,000November 1-30th |
 | Five Bedroom Bayfront Traditional 806 Dune Rd | $79,500July 1-31st $60,000August 1-31st $140,000July 1st thru Labor Day $86,000August 1st to Labor Day |
 | Newly Renovated Charming Home in Bridgehampton! 54 Norris Ln | $57,500July 1-31st $120,000July 1st thru Labor Day $65,000August 1st to Labor Day $35,000September 1-30th |
 | Fun in Bridgehampton 500 Bridgehampton Sag Hbr | $55,000July 1-31st |
 | Southampton Waterfront Cottage w/ Pool and Dock 46 Little Neck Rd | $100,000Memorial Day to Labor Day $30,000June 1-30th $50,000July 1-31st $55,000August 1-31st |
 | Private Southampton Contemporary with Pool and Tennis 88 Peconic Hills Dr | $110,000Memorial Day to Labor Day $30,000June 1-30th $50,000July 1-31st $55,000August 1-31st |
 | Stylish Renovated Retreat on .62 Acres, Pool, Nature Preserve! 486 Toppings Path | $55,000July 1-31st $60,000August 1st to Labor Day |
 | 4 BR 2½ bath | $55,000July 1-31st |
 | Summer Charm $99,900Memorial Day to Labor Day 2026 $119,900May through Labor Day 2026 $22,000June 1-30th 2026 $85,000July 1st thru Labor Day 2026 5 BR 4 bath | $99,900Memorial Day to Labor Day 2026 $119,900May through Labor Day 2026 $22,000June 1-30th 2026 $85,000July 1st thru Labor Day 2026 |
 | Bridgehampton 4 Br Pool Close to All 32 Tansey Ln | $55,000August 1-31st 2026 $55,000August 1st to Labor Day 2026 |
 | Classic Southampton Village Home 3 Bed and 3 Bath SouthamptonWebID# 41177 $55,000July 1-31st $30,000September 1-30th $15,000Short term 3 BR 3 bath | $55,000July 1-31st $30,000September 1-30th $15,000Short term |
 | Charming Bridgehampton-south Cottage - Pool Southampton | $55,000Short term $20,000Extended season |
 | Stunning Ocean Home 817 Dune Rd | $215,000Memorial Day to Labor Day 2026 $90,000August 1st to Labor Day 2026 |
 | 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 | |
 | 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 |
 | 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 |
 | Summer Rental Southampton | $50,000July 1-31st $95,000July 1st thru Labor Day $60,000August 1st to Labor Day |
 | 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 |
 | 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 |
 | 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 |
 | Dune Road Perfection Southampton | $35,000July 1-31st $22,000September 1-30th $5,000October 1-31st $50,000August 1-31st |
 | Southampton Village Classic Home 158 Halsey St | $50,000August 1st to Labor Day $50,000August 1-31st |
 | Sag Harbor Village with Saltwater Pool 289 Madison St | $50,000July 1-31st $60,000August 1st to Labor Day |
 | FURNISHED 5 BR 5 bath | $47,500September 1-30th |
 | 4 BR 3½ bath | $45,000August 1-31st |
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