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315 Flying Point Rd
	315 Flying Point Rd Southampton, NY $160 Vacation Rentals, Unknown  NEW! Enjoy summer, while just 3 minutes to ocean beaches in Southampton Village. Available for rent for the first time, the 4,000 sf. home is set on 1 acre featuring 5 bedrooms and 5 baths. A brand new......

22 The Pkwy
	22 The Pkwy Southampton, NY $4,000 Vacation Rentals, Unknown  NEW! Opportunity to rent, delightful cottage on a private road nestled on Big Fresh Pond. This cozy retreat, Cottage #1 features 2 bedrooms and 1 bath, providing a perfect haven for relaxation. Take in......

Whites Ln
	Whites Ln Southampton, NY $29 Vacation Rentals, Unknown Enjoy a peaceful vacation in Southampton! Get away from the noise and relax in this tranquil haven out East. The perfect escape for those looking to disconnect and unwind, this ideal oasis is......

33 Dale St
	33 Dale St Southampton, NY $45 Vacation Rentals, Unknown This elegant 5-bedroom, 4.5-bathroom home in Southampton Village boasts an abundance of natural light and upscale finishes. It features a custom kitchen, dining room, chic bathrooms, and a master......

79 N Bishop Ln
	79 N Bishop Ln Southampton, NY $55 Vacation Rentals, Unknown Rental Registration #: RP230490 Welcome to 79 North Bishop Lane: Your exclusive rental retreat in Southampton. This new elegant 5-bed, 6.5-bath home offers over 4,225 sf of luxury living space......

40 Linden Ln
	40 Linden Ln Southampton, NY $45 Vacation Rentals, Unknown Southampton Village Cottage with pool, On Coveted Linden LansSituated on the coveted Linden Lane, mere steps from quaint village cafes and stores, this enchanting cottage with modern-day amenities......

36 Huntting St
	36 Huntting St Southampton, NY $40 Vacation Rentals, Unknown The perfect Hamptons getaway in the Estate section of Southampton Village only 3 blocks from the Little Plains Beach and walking/biking distance to the Village. Impeccably decorated with a......

22 Rosko Ln
	22 Rosko Ln Southampton, NY $100 Vacation Rentals, Unknown Rental Registration #: RP240238 This new Southampton rental represents the zenith of the Hamptons lifestyle with a touch of resort-like elegance where every detail signifies the ultimate in custom......

W Neck Cir
	W Neck Cir Southampton, NY $20 Vacation Rentals, Unknown Rental Registration #: RP201460 Southampton. From this bright and immaculate cottage you can view Bullshead Bay, or get easily to the nearby town boat ramp and private beach. This is a delightful......

51 Middle Pond Rd
	51 Middle Pond Rd Southampton, NY $12 Vacation Rentals, Unknown Walk to the bay beach from this neat and clean cottage in Southampton, minutes to ocean beaches, restaurants and shopping. Offering and open living, kitchen and dining area with two bedrooms and......

344 Millstone Brook Rd
	344 Millstone Brook Rd Southampton, NY $149 Vacation Rentals, Unknown Brand New 2023, The Villa at 344 Millstone Brook Road has been designed and built to perfection inside and out for the ultimate experience in privacy, lifestyle, and comfort. Indulge in this......

49 Breese Ln
	49 Breese Ln Southampton, NY $160 Vacation Rentals, Unknown Nestled in prime Southampton Village sits 49 Breese Lane - a timeless traditional home, boasting five bedrooms, five full and two half bathrooms spread across 4,496 square feet of interior living......

Meadow Ln
	Meadow Ln Southampton, NY $45 Vacation Rentals, Unknown Located on Meadow Lane where one hears the ocean waves is this never before rented cottage in the best location for those aspiring to live the nostalgic lifestyle of the original Hamptons summer......

10 Scotch Mist Ln
	10 Scotch Mist Ln Southampton, NY $35 Vacation Rentals, Unknown Southampton 1.02 acre, private Contemporary is modern, sleek and very convenient to all, features four bedrooms, four baths, pool and fabulous outdoor living spaces...upstairs and down. Bedrooms......

Meadow Ln
	Meadow Ln Southampton, NY $375 Vacation Rentals, Unknown Across the street from the beautiful beaches of Southampton is this quintessential estate Carriage House tucked behind high privet hedges. Renovated to retain its circa early 1900's charm and......

48 Osborne Ave
	48 Osborne Ave Southampton, NY $117 Vacation Rentals, Unknown This 2 bedroom 1 bath renovated country cottage with washer/dryer is located on a shared property on a beautiful tree line street in Southampton Village. A stones throw from all transporation, less......

146 Heady Creek Ln
	146 Heady Creek Ln Southampton, NY $80 Vacation Rentals, Unknown Bright and Sunny Traditional Home in the desirable Estate Section of the Village of Southampton with serene creek views.Newly furnished, open living areas, from living room with fireplace to dining......

Bay Ave
	Bay Ave Southampton, NY $15 Vacation Rentals, Unknown Beachy newly designed and renovated three bed, two bath private home is the perfect opportunity to spend the summer in the Hamptons. Located on a quiet tree-lined street just a 2-minute drive to......

86 W Prospect St
	86 W Prospect St Southampton, NY $45 Vacation Rentals, Unknown Newly-renovated, timeless classic. 3 bedrooms, 2.5 baths, large eat-in-kitchen, windowed pantry and laundry room, as well as a recently-completed office on the lower level. Brand new heated salt......

Broadway
	Broadway Southampton, NY $275 Vacation Rentals, Unknown Available the first two weeks of July. Enjoy this pristine approx 6200 square feet, 6 bedroom, 5.5 bath home designed by the renowned Farrell Building Company. Set on a private cul-de-sac with a......

127 Pulaski St
	127 Pulaski St Southampton, NY $183 Vacation Rentals, Unknown Southampton Village Two Bedroom Gem with PoolDive into the heart of elegance with this chic two-bedroom, two-bath Southampton gem, nestled in on serene 0.41-acre plot. With the added luxury of a......

Platt Ter
	Platt Ter Southampton, NY $50 Vacation Rentals, Unknown This charming cottage nestled in Southampton's estate section serves as the perfect summer retreat. Newly renovated with 4 bedrooms, 3.5 baths, a spacious living room, eat-in kitchen, and an......

655 Seven Ponds Towd Rd
	655 Seven Ponds Towd Rd Southampton, NY $50 Vacation Rentals, Unknown Situated on a private 2 acres, this 6,000 sq. ft. home has every amenity for those looking for that special summer retreat. Furnished in an English Country style with many antiques, the main living......

565 Montauk Hwy
	565 Montauk Hwy Southampton, NY $65 Vacation Rentals, Unknown Enjoy summer in Southampton at this incredibly unique property and home built and designed by a world renowned artist and designer. You know you've arrived someplace special upon walking through......

Gegan Dr
	Gegan Dr Southampton, NY $20 Vacation Rentals, Unknown Rental Registration #: RP230171 This beautiful raftered home is the classic Hamptons vacation for anyone looking for a little getaway. When you walk through the doors of this Southampton home, you......

113 Sebonac Rd
	113 Sebonac Rd Southampton, NY $583 Vacation Rentals, Unknown Discover this exquisite Traditional Shingle-style residence, nestled on a gorgeous .74-acre lot in an unbeatable location. Situated in the heart of golf country with 4 incredible golf courses......

40 Herrick Rd
	40 Herrick Rd Southampton, NY $150 Vacation Rentals, Unknown Perfectly situated between village amenities and ocean beaches, this classic residence offers the perfect location for a memorable summer. With a rare combination of timeless elegance and modern......

Mountain Laurel Ln
	Mountain Laurel Ln Southampton, NY $40 Vacation Rentals, Unknown The five-bedroom house enjoys a prime location on a very quiet and private residential cul de sac, whileconveniently close to ocean beaches and Southampton Village. The beautifully home sits atop 2......

65 Prospect St
	65 Prospect St Southampton, NY $100 Vacation Rentals, Unknown This estate features the most exquisite blend of old world charm and new. Originally dating back to the year 1882, this fabulous farmhouse underwent a meticulous renovation and expansion. The end......

10 Dovas Path
	10 Dovas Path Southampton, NY $125 Vacation Rentals, Unknown Rental Registration #: RP201441 Beautiful new construction just outside Southampton Village. Spend time this summer in this custom-built, spacious seven-bedroom/seven bath home with heated, Gunite......

18 S Rosko Dr
	18 S Rosko Dr Southampton, NY $65 Vacation Rentals, Unknown Also available: July 1 to August 14 for $90K.Be the first to rent this charming and newly renovated Southampton Village 4 bedroom home--in Southampton Village --south of Hill Street. Located in the......

83 Porter Rd
	83 Porter Rd Southampton, NY $233 Vacation Rentals, Unknown Rental Registration #: RP201788 Nestled on more than two acres of lushly landscaped grounds, and just minutes to Southampton Village and ocean beaches, this stylish Contemporary speaks to those who......

Cheviot Rd
	Cheviot Rd Southampton, NY $663 Vacation Rentals, Unknown This newly constructed, sun-flooded seven bedrooms home offers sprawling open living areas, six full bathrooms and two-half bathrooms, an enormous master suite, formal dining room, recreational and......

4 Flying Point Rd
	4 Flying Point Rd Southampton, NY $12 Vacation Rentals, Unknown Rental Registration #: RP240337 Welcome home to this fabulous 3bed/3bath new-to-market Summer rental in Southampton. Fabulous layout and large property for a young family seeking a perfect Summer......

28 Cobblefield Ln
	28 Cobblefield Ln Southampton, NY (Contact seller for price) Vacation Rentals, Unknown Rental Registration #: N/A Elegant five-bedroom, five and one half-bath Traditional home. Beautiful reception foyer and artwork gallery that leads to the living room with fireplace and sliders to......

34 Culver St
	34 Culver St Southampton, NY $115 Vacation Rentals, Unknown Looking for a great find? This one is in the heart of Southampton Village just a short walk to Jobs Lane and Agawam Park. The home features 4 bedrooms, 1.5 baths plus an outdoor shower, living......

1710 Meadow Ln
	1710 Meadow Ln Southampton, NY $425 Vacation Rentals, Unknown Meadow Lane in Southampton Village is sometimes referred to as "Billionaire's Lane". Sagaponack, Water Mill, and Bridgehampton were cited by Business Week magazine as being the first, sixth, and......

348 Millstone Brook Rd
	348 Millstone Brook Rd Southampton, NY $108 Vacation Rentals, Unknown Enjoy your Hamptons summer in this light filled newly renovated architectural retreat, available for rent for the very first time. The home is nestled in the heart of Southampton, NY and is just a......

Flying Point Rd
	Flying Point Rd Southampton, NY $48 Vacation Rentals, Unknown Located south of the highway in Southampton Village, "THE WAVE" is a sprawling, updated and turnkey Modern home that is the ideal retreat for year-round Hamptons living. With a southern exposure......

29 Harris Ln
	29 Harris Ln Southampton, NY $425 Vacation Rentals, Unknown This modern and chic four bedroom, four bath home has a gourmet kitchen with Miele appliances. The first floor master suite opens onto the pool terrace. There is also a den on the main floor with......