Southampton Rentals, Southampton Summer Vacation Rentals, Rent Southampton Homes & Properties
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 | $150,000Memorial Day to Labor Day $125,000July 1st thru Labor Day | 5 Bedroom Quogue 19 Post Fields Ln |
 | $80,000August 1-31st | 4 BR 3.5 single-family Single Family |
 | $350,000Memorial Day to Labor Day $150,000July 1-31st $300,000July 1st thru Labor Day | Recently Built Modern Barn 44 Lee Ave |
 | $65,000July 1-31st | 5 BR 6 6000 sq ft single-family Single Family |
 | $95,000July 1-31st $200,000July 1st thru Labor Day $110,000August 1st to Labor Day | 5 BR 5.5 3300 sq ft single-family Single Family |
 | $31,500May 1-31st $76,000July 1-31st $20,000Short term $37,000September 1-30th | Southampton Village Rental 20 Little Plains Rd |
 | $65,000June 1-30th $400,000Year round | Stylish Whaling Classic 32 Glover St |
 | $135,000August 1st to Labor Day | Southampton Rental With Pool And Har Tru Tennis Court 500 Water Mill Towd Rd |
 | $125,000August 1-31st $225,000July 1st thru Labor Day $125,000July 1-31st | 8 BR 6 4498 sq ft single-family Single Family |
| $20,000Extended season $95,000August 1-31st $40,000June 1-30th | Southampton Private Oasis 4 Albert Ave |
 | $80,000July 1-31st $160,000July 1st thru Labor Day $80,000August 1st to Labor Day | Gorgeous 5 Bedroom Sag Harbor Designer Countryside Estate! 20 Burkeshire Dr Ext |
 | $135,000Memorial Day to Labor Day | 3 BR 2 1620 sq ft single-family Single Family |
 | $129,500August 1-31st | New Construction Summer Oasis in Water Mill close to town & beach 370 Seven Ponds Towd Rd |
 | $79,000August 1-31st $79,000August 1st to Labor Day | 6 BR 5 single-family Single Family |
 | $95,000July 1st thru Labor Day $65,000August 1-31st $65,000June-July $110,000Memorial Day to Labor Day $55,000July 1-31st | FURNISHED 4 BR 3.5 2700 sq ft single-family Single Family |
 | $33,500May 1-31st $167,500July 1-31st $167,000August 1-31st $123,000June 1-30th $49,000November 1-30th $42,000December 1-31st $78,500September 1-30th | FURNISHED 8 BR 6.5 4700 sq ft single-family Single Family |
 | $275,000Memorial Day to Labor Day $65,000June 1-30th $100,000July 1-31st $120,000August 1st to Labor Day $60,000May 1-31st | One of a Kind in Heart of Horse&Wine Country with Pool and Tennis 1366 Scuttle Hole Rd |
 | $4,000October 1-31st $4,000November 1-30th $4,000December 1-31st $100,000Memorial Day to Labor Day $95,000July 1st thru Labor Day | Elegant Southampton Home South of Highway, minutes to the village 305 Hill St |
 | $100,000June 1-30th $120,000July 1-31st $130,000August 1-31st | 7 BR 5 single-family Single Family |
 | $300,000Year round $150,000Memorial Day to Labor Day $65,000July 1-31st $125,000July 1st thru Labor Day $70,000August 1st to Labor Day | 3 BR 3 single-family Single Family |
 | $72,000June 1-30th $125,000August 1-31st $125,000August 1st to Labor Day $50,000May 1-31st $65,000September 1-30th | 4 BR 4.5 3187 sq ft single-family Single Family |
 | $125,000June 1-30th $275,000August 1st to Labor Day | 6 BR 6.5 6600 sq ft single-family Single Family |
 | $98,500Memorial Day to Labor Day | 4 BR 4 2900 sq ft single-family Single Family |
 | $60,000August 1st to Labor Day $8,750September 1-30th $8,750October 1-31st $8,750November 1-30th $8,750December 1-31st | Newly Renovated Southampton Gem 150 Elm St |
 | $45,000Short term $90,000August 1-31st $90,000July 1-31st | Private Sag Harbor Oasis 36 Fordham St |
 | $60,000July 1-31st $20,000October 1-31st $14,000September 1-30th $150,000Memorial Day to Labor Day $25,000June 1-30th $65,000August 1-31st $125,000July 1st thru Labor Day $90,000June-July $65,000August 1st to Labor Day $8,000May 1-31st | 5 BR 3 2500 sq ft single-family Single Family |
 | $300,000Memorial Day to Labor Day $120,000July 1-31st $150,000August 1-31st $250,000July 1st thru Labor Day $150,000August 1st to Labor Day | 7 BR 9 10000 sq ft single-family Single Family |
 | $125,000July 1-31st | Sagaponack Traditional 52 Old Barn Ln |
 | $220,000Year round $65,000August 1-31st $19,500May 1-31st $24,000September 1-30th $8,000October 1-31st $165,000Memorial Day to Labor Day $65,000July 1-31st | 5 BR 4.5 5000 sq ft single-family Single Family |
| $140,000Memorial Day to Labor Day | Blocks From the Bay SouthamptonWebID# 1356075 5 BR 4.5 3200 sq ft single-family Single Family |
 | $90,000Memorial Day to Labor Day $75,000July 1st thru Labor Day $45,000August 1st to Labor Day | 3 BR 2.5 2400 sq ft single-family Single Family |
 | $60,000July 1-31st $130,000July 1st thru Labor Day $75,000August 1st to Labor Day $75,000August 1-31st | Historic Georgian Main Street Home 189 Main St |
 | $200,000August 1st to Labor Day $200,000August 1-31st $100,000Short term | 6 BR 6.5 6000 sq ft single-family Single Family |
 | $175,000Memorial Day to Labor Day $40,000June 1-30th $75,000July 1-31st $140,000July 1st thru Labor Day $80,000August 1st to Labor Day $80,000August 1-31st | 4 BR 4 3300 sq ft single-family Single Family |
 | $60,000June 1-30th $110,000August 1-31st $110,000August 1st to Labor Day $25,000May 1-31st $30,000September 1-30th $15,000October 1-31st $15,000November 1-30th $15,000December 1-31st | Sag Harbor Summer on Somer 7 Somers Pl |
 | $350,000Memorial Day to Labor Day $265,000July 1st thru Labor Day | Estate in Sag Harbor Sag HarborWebID# 37383 7 BR 7.5 10000 sq ft single-family Single Family |
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