Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
- Sales
- Rentals
 | Six Bedroom Gated Bridgehampton Greek Revival Home wtih Tennis 2214 Montauk Hwy | $50,000July 1-31st 2026 $50,000August 1-31st 2026 |
 | 5 BR 5½ bath | $400,000Year round |
 | North Haven Retreat and Getaway Sag HarborWebID# 1087523 $$34,000August 1st to Labor Day $$20,000September 1-30th $$32,000July 1-31st $$60,000July 1st thru Labor Day 4 BR 2 bath | $34,000August 1st to Labor Day $20,000September 1-30th $32,000July 1-31st $60,000July 1st thru Labor Day |
 | Hampton Bay Waterfront 312 East Montauk Hwy | $30,000August 1st to Labor Day $15,000September 1-30th $10,000October 1-31st |
 | 3 BR 2 bath | $30,000July 1st thru Labor Day |
 | Sagaponack Modern Barn Guesthouse 128 Hedges Lane, Sagaponack NY | $30,000June 1-30th $30,000July 1-31st $40,000August 1st to Labor Day $5,000Winter |
 | Southampton Village 3 Br With Salt Water Pool Close to All SouthamptonWebID# 417343 $$30,000August 1-31st $$30,000August 1st to Labor Day FURNISHED 3 BR 1½ bath | $30,000August 1-31st $30,000August 1st to Labor Day |
 | 4 BR 3 bath | $30,000August 1st to Labor Day |
 | 6 BR 6½ bath | $30,000Short term |
 | Southampton 4 Bedrom With Pool, Amazing Location. 20 Broidy Ln | $30,000July 1-31st $60,000July 1st thru Labor Day $40,000June-July $35,000August 1st to Labor Day $15,000Extended season |
 | Sag Harbor Village With Heated Pool 87 Redwood Rd | $30,000July 1-31st $65,000July 1st thru Labor Day $40,000August 1st to Labor Day |
 | 5 BR 4 bath | $30,000Extended season |
 | Southampton Village Cottage SouthamptonWebID# 1088433 $$85,000Year round $$28,000August 1-31st $$27,000July 1-31st $$27,000August 1st to Labor Day 4 BR 2½ bath | $85,000Year round $28,000August 1-31st $27,000July 1-31st $27,000August 1st to Labor Day |
 | 5 BR 2½ bath | $28,000September 1-30th |
 | Private watermill masterpiece Southampton | $35,000September 1-30th $30,000October 1-31st $20,000November 1-30th $25,000December 1-31st |
 | Southampton, Heated pool. Beach. South of Highway 11 Lenape Rd | $26,000July 1-31st $42,000June-July |
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 | SOUTHAMPTON 4 BR / 4 BATH PRISTINE OPEN CONCEPT WITH HEATED POOL 6 Kerrie Ct | $25,000August 1st to Labor Day $15,000September 1-30th $10,000October 1-31st |
 | Southampton Village Rental 86 Hildreth St | $25,000September 1-30th $20,000October 1-31st $25,000June 1-30th 2026 $18,000Short term 2026 |
 | Sag Harbor Village Apartment In Historic Building 6 Rector St | $25,000Memorial Day to Labor Day |
 | Secluded Octagon Home with Resort-Style Amenities 23 Tanglewood Trl | $25,000July 1-31st $25,000August 1-31st $70,000Year round $20,000September 1-30th |
 | Charming 4Bed Cape Home with Private Beach Access in Southampton! 2 Bay View Rd W | $25,000July 1-31st $25,000August 1-31st |
 | Sag Harbor Retreat Sag HarborWebID# 3435151 $$25,000August 1st to Labor Day $$15,000June 1-30th $$25,000August 1-31st $$25,000July 1-31st $$40,000July 1st thru Labor Day 3 BR 2 bath | $25,000August 1st to Labor Day $15,000June 1-30th $25,000August 1-31st $25,000July 1-31st $40,000July 1st thru Labor Day |
 | Sag Harbor - Location, Location, Location 35 Linda Ln | $25,000August 1st to Labor Day |
 | Enjoy Your Summer in Style at this Immaculate Bridgehampton Home! 63 Lumber Ln | $25,000June 1-30th $38,000July 1-31st $42,000August 1st to Labor Day |
 | Sagaponack Cottage 426 Toppings Path | $65,000Memorial Day to Labor Day $21,000June 1-30th $25,000July 1-31st $25,000August 1-31st $6,500Extended season $6,000Winter |
 | 4 BR 3 bath | $25,000August 1st to Labor Day |
 | Sag Harbor Rental Sag HarborWebID# 1087357 $$25,000July 1-31st $$55,000July 1st thru Labor Day $$25,000August 1st to Labor Day 3 BR 2 bath | $25,000July 1-31st $55,000July 1st thru Labor Day $25,000August 1st to Labor Day |
 | Beautiful Hamptons Getaway in Southampton Village SouthamptonWebID# 1072010 $$35,000July 1-31st $$25,000June 1-30th $$60,000June-July $$140,000Year round 3 BR 2½ bath | $35,000July 1-31st $25,000June 1-30th $60,000June-July $140,000Year round |
 | Immaculate Home in Quogue With Pool on a Landscaped Acre Southampton | $78,000Year round $25,000July 1-31st $45,000July 1st thru Labor Day $30,000August 1st to Labor Day $10,000September 1-30th $6,000October 1-31st $6,000November 1-30th $6,000December 1-31st |
 | 3 BR 2½ bath | $18,000September 1-30th $25,000July 1-31st |
 | South of Highway Home in WH with fresh interiors WesthamptonWebID# 4898008 $$26,000August 1st to Labor Day 2026 $$24,000August 1-31st 2026 $$46,000July 1st thru Labor Day 2026 $$24,000July 1-31st 2026 $$80,000Year round 2026 4 BR 2½ bath | $26,000August 1st to Labor Day 2026 $24,000August 1-31st 2026 $46,000July 1st thru Labor Day 2026 $24,000July 1-31st 2026 $80,000Year round 2026 |
 | Bridgehampton South Winter Rental 193 Ocean Rd | $5,000September 1-30th $24,000July 1-31st $11,200Short term $5,000December 1-31st $5,000October 1-31st $5,000November 1-30th |
 | Southampton Home With Bayview SouthamptonWebID# 1087795 $$20,000October 1-31st $$33,500September 1-30th $$20,000November 1-30th $$21,000December 1-31st 5 BR 3 bath | $20,000October 1-31st $33,500September 1-30th $20,000November 1-30th $21,000December 1-31st |
 | 3 BR 3 bath | $23,000July 1-31st |
 | Cobb Road Cottage Southampton | $23,000Memorial Day to Labor Day $18,000July 1st thru Labor Day |
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