Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | 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 |
 | Newly Renovated 6 Bedroom Southampton Home 106 Henry Rd | $40,000April through May $20,000April 1-30th $60,000August 1st to Labor Day $12,000January 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 |
 | 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 |
 | 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 |
 | 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 |
 | Southampton Retreat 30 Rosko Ln, Southampton | $40,000October 1-31st $40,000November 1-30th $50,000December 1-31st $30,000January 1-31st 2026 |
 | Sagaponack Elegance with Pool and Tennis $150,000June 1-30th 2026 $500,000July 1st thru Labor Day 2026 $250,000July 1-31st 2026 $275,000August 1st to Labor Day 2026 FURNISHED 8 BR 6½ bath | $150,000June 1-30th 2026 $500,000July 1st thru Labor Day 2026 $250,000July 1-31st 2026 $275,000August 1st to Labor Day 2026 |
 | Gorgeous Sag Harbor Home Sag HarborWebID# 5001020 $7,500April 1-30th 2026 $72,000August 1st to Labor Day 2026 $70,000August 1-31st 2026 $7,500January 1-31st 2026 4 BR 3 bath | $7,500April 1-30th 2026 $72,000August 1st to Labor Day 2026 $70,000August 1-31st 2026 $7,500January 1-31st 2026 |
 | Refined Restoration in Southampton Village - 6 Bed With Pool 305 North Main St | $145,000July 1st thru Labor Day 2026 $200,000Memorial Day to Labor Day 2026 $50,000June 1-30th 2026 $75,000July 1-31st 2026 |
 | Stunning Estate:Luxury Living Just Minutes from the Ocean! 108 Fairfield Pond Ln | $275,000August 1st to Labor Day |
 | Southampton Summer or Year Round Rental Close to Village & Beach 16 Kings Ln | $75,000July 1st thru Labor Day $96,000Year round $15,000September 1-30th |
 | 5 BR 4 bath | $65,000August 1st to Labor Day |
 | Southampton New Construction with Pool House 264 S Magee St | $85,000August 1-31st $25,000September 1-30th $85,000July 1-31st $190,000July 1st thru Labor Day |
 | True Mediterranean Vill in the Hamptons - 5BD/6BA w/ pool $210,000April through Labor Day $30,000April through May $15,000April 1-30th $215,000May through Labor Day FURNISHED 5 BR 6 bath | $210,000April through Labor Day $30,000April through May $15,000April 1-30th $215,000May through Labor Day |
 | Sagaponack 4BD/4BA. 1.2mi to beach w/ Pool House 5 Ranch Ct, Sagponack, NY 11962 | $105,000August 1-31st $110,000August 1st to Labor Day $22,500September 1-30th $20,000October 1-31st |
 | Charming Chic Southampton Village Compound ..a Must See! 90 Powell Ave | $65,000August 1st to Labor Day $65,000July-August $125,000July 1st thru Labor Day $75,000August 1st to Labor Day |
 | Recently Built Modern Barn 44 Lee Ave | $40,000September 1-30th $150,000August 1st to Labor Day |
 | WESTHAMPTON SPECTACULAR BAYFRONT 684 Dune Rd | $110,000August 1st to Labor Day |
 | Southampton Village Rental 20 Little Plains Rd | $20,000Short term $79,000August 1-31st $55,000July 1-31st $37,000September 1-30th |
 | South of Hwy Watermill 5 Br Gunite Pool Near Ocean 294 Rose Hill Rd Unit 294 | |
 | PARADISE IN REMSENBURG 9 Tall Oak Ln | $75,000July 1st thru Labor Day $85,000Memorial Day to Labor Day 2026 |
 | One of a Kind in Heart of Horse&Wine Country with Pool and Tennis 1366 Scuttle Hole Rd | $100,000July 1-31st $110,000August 1-31st |
 | Southampton Waterfront, Cottage, Pool & Hot Tub 46 Little Neck Rd | $40,000June 1-30th $105,000June-July $72,000August 1-31st $18,000November 1-30th |
 | Recently Renovated Traditional Home close to Bay Beach! 8 Cedar Haven Ln | $65,000July 1-31st |
 | QUOGUE DESIGN AND STYLE Arbutus Rd | $165,000Memorial Day to Labor Day $150,000July 1st thru Labor Day |
 | FURNISHED 6 BR 6 bath | $165,000Memorial Day to Labor Day 2026 |
 | 6 BR 6 bath | $130,000July 1st thru Labor Day |
 | Spectacular Waterfront Elegance in Sag Harbor Sag HarborWebID# 1097054 $300,000July 1st thru Labor Day $150,000August 1st to Labor Day $415,000Year round $150,000July 1-31st 6 BR 6½ bath | $300,000July 1st thru Labor Day $150,000August 1st to Labor Day $415,000Year round $150,000July 1-31st |
 | Southampton Village 6 Br 8 Bath Near Ocean SouthamptonWebID# 1086501 $185,000July 1-31st $190,000August 1-31st $325,000July 1st thru Labor Day $195,000August 1st to Labor Day 6 BR 8 bath | $185,000July 1-31st $190,000August 1-31st $325,000July 1st thru Labor Day $195,000August 1st to Labor Day |
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