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Southampton House Rentals

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    Travellers to Southampton are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    60 Matching Rentals in SouthamptonView all 90 rentals
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Hampton Bays, south of 27A1 / 27
    (14)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Southampton Waterfront- Beach Home- 2 kayaks!1 / 28
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    'Pennies From Heaven'1 / 25
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Patio
    • Washer
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2016
    House and groundsI stayed at this property with my boyfriend and another couple for a long weekend. It was great!! It was a super easy drive from the city and upon arrival, we...
    Reviewed 12 June 2016
    We had a terrific stay with our family at this prefect private get away that offers it all . Set on a private cul de sac for peace and quiet yet minutes from town, shopping...
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    About this property
    Summer house that has it all! This 4 BR/3 Bath newly updated property, sits on a 1/2 acre lot with a newly lined in-ground pool with Trex decking surround and features an open concept main living space, entertainment space, high end finishes and tons of privacy. Local Realtors have identified this...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Waterfront Southampton Gem!  Sailboat On Grounds - Travertine patio and Hot Tub1 / 10
    (1)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Washer
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    • Waterfront
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    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Modern 3+ Bedrm/2.5 Bathrm with 70' WATERFRONT in luxurious Water Mill. Leave your car home! 2 Minute stroll to Village for bagels in the morning and Suki Zuki sushi (restaurant) in the evening. Bike/Walk to Ocean/Beach (1.5 Mile). 5 minute walk to Luxury Hampton Jitney Bus from Manhattan. New...
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    Water Mill, Southampton 11976
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Secure Parking
    • Internet Access
    • Air Conditioning
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    BEAUTIFUL BAYFRONT HOUSE AND SEPARATE GUEST COTTAGE !! Near all, restaurants, movie theaters, town, 7/11,Star Bucks, Dunkin Donuts TRAIN, fishing, ocean beaches, swimming and all water activities. BBQ, eat on the deck watch the boats go by. Private fenced in yard. Awesome views of Shinnecock...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 4
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    Very Private and Tranquil  House in wooded estate.1 / 20
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Patio
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Grill
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 2017
    Let me share my impression in short: very convenient location, exceptional cleanliness in rooms, outdoor pool, beautiful plot, very friendly host Lydia. There is not better...
    Reviewed 15 August 2017
    Wonderful casa tua! Very welcoming , beautiful house , gracious hosts , great breakfast and beautiful backyard and pool.Highly recommend!
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    About this property
    This well-appointed and maintained 2,200 sq.ft., 4 bedroom, 3 bath Contemporary has a bright sunlit breakfast area directly off the gourmet kitchen, Situated on a sprawling manicured acre with a 20x40 sparkling swimming pool and directly across the street from the fascinating Peconic Bay with...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
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    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sunny & Peaceful home within walking distance to the bay and a 15 min bicycle ride to the ocean. With an outdoor fireplace, outdoor shower and spacious backyard the day doesn't have to end. Master bedroom has a queen bed, daybed, and en-suite bathroom. The second bedroom has two full beds....
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Outdoor Pool (Heated)
    • Private Garden
    • Secure Parking
    • Wi-Fi
    • Patio
    • Washer
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A truly peaceful getaway a few minutes from Southampton Village and beaches. This lovely home is recently updated and tastefully decorated with an inviting open floor plan kitchen, living and dining room that includes a working fireplace as its centerpiece. The house sits on a quiet street with...
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    Hampton Bays, Southampton 11968
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxury Hampton Bays Home - Walk to Shinnecock Bay1 / 25
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 October 2018
    Fantastic new home! This spacious home has every available modern amenity. Beautiful home with plenty of room and a large fenced backyard. Easy walk to the bay.
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    About this property
    Whether you're visiting on spring break, Christmas holiday, a quick summer getaway, this 3-bedroom, 2.5-bath Hampton's house is the place to be! This home features space for 7, eclectic mid-century modern furnishings, and a spacious backyard. Walk to Shinnecock Bay and enjoy an afternoon on the...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    3 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Hampton Bay Home Getaway -- 2500sqft, 3br (sleeps 12) - 3 full bths & 1 half bth (HUGE Master Suite), sitting rm w/fp, living rm, dining rm, eat in kitchen, billiard room & game room -- Large Backyard w LARGE in-ground heated pool, wood burning fire pit, barbecue grill, sand volleyball...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 12
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
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    • Grill
    • Housekeeping Included
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    • Wi-Fi
    • DVD Player
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    In the front is a beautiful woodland garden with rare woodland flowers and ferns, moss-covered boulders and miniature ponds. In the rear is a Japanese garden, complete with a moon bridge over a babbling brook, a waterfall you can swim behind, a pond house with a deck you can sunbathe or dive from,...
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    Southampton, Hamptons 11968
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Post Modern Quaint Home Near  Beach1 / 71
    (5)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Patio
    • DVD Player
    • Hot Tub
    • Private Outdoor Pool (Unheated)
    • Wi-Fi
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 September 2018
    This house exactly served our needs for a family getaway for ourselves, our two adult daughters, their husbands, and two grandkids -- a newborn and a 2-year-old. There was...
    Reviewed 4 September 2017
    Highly recommend this house. Clean, large enough for to fit our 2 families very comfortably. Owner was very responsive.
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    About this property
    Immaculate four bedrooms, three full baths sleeps 8-10. Full gym, pool and jacuzzi nestled away in prestigious Red Cedar Ridge. Large deck with BBQ. Fully equipped kitchen. Wi-fi internet and premium channels cable tv. Pool table, basketball and children play ground for entertainment. Five min...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in the heart of the Hamptons- Pet friendly 4 Bedrooms, 4 Bathrooms, Sleeps 8 This cozy getaway is located off of Deerfield Road in Southampton and provides easy access to the towns of Southampton, Sag Harbor, Bridgehampton and Water Mill. It is just a short drive to restaurants, shopping,...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Washer
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    • Patio
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Well appointed 7000 sq. ft. traditional Hamptons home situated on 1.40 acres bordering a 32 acre reserve. 6 bedrooms and 5.5 baths, huge eat in kitchen, formal living and dining rooms, bar and an oversized gunite salt water pool and spa. Center foyer opens to a dining room with butler's pantry,...
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    Water Mill, Southampton 11976
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
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    Hamptons private beach front home + pool1 / 17
    (1)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Washer
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Air Conditioning
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly refurnished and upgraded Hamptons Beach House. Amazing bay views from every room. Heated pool and private sandy beach. Ideal for large families. Swim in the bay or your own pool. This home is on the border of Shinnecock Hills and Hampton Bays making it very desirable due to its...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    Lavish Southampton House w/Private Beach & Pool!1 / 32
    (2)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Patio
    • Washer
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2017
    My husband and I stayed here over the fall for the long weekend. The house and décor were truly beautify, exactly what you’d think of for Hamptons style. It had big bay windows...
    Reviewed 22 May 2017
    Came here for a couples getaway with my wife and some friends. Had a great time and ended up inviting some friends from CT to join us when we realized the house sleeps many more...
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    About this property
    Experience the exquisite relaxation of upper Long Island, New York by staying at this luxurious 4-bedroom, 4-bathroom Southampton vacation rental home, which sleeps 8! With incredible upscale amenities, an alluring private pool, wraparound deck with bay views, exclusive access to a pristine natural...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Sauna
    • Housekeeping Included
    • Hot Tub
    • Private Outdoor Pool (Heated)
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Magnificent private Southampton estate located within minutes to the charming Southampton village. Visit the top rated Coopers Beach and Hampton Bays with its many great restaurants and marinas only 2.5 miles from the estate. New amenities include: Outdoor Heated Gunite pool, outdoor shower, 90 jet...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 14
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Southampton sunny beach luxury 4 bedroom home is ideally located near Southampton Village and area of farm fields, orchards, and wineries, and near to Coopers and Flying Point beaches. The home is set on a spacious property secluded by hedges and wildflower garden. The light filled living...
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    Location Information
    Water Mill, Southampton 11968
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Patio
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A family place with wrap-around windows and skylights gives you the best of the Hamptons. Big beautify yard and gardens, magical garden-set pool, hot-tub and plenty of room for privacy, makes it a family dream. Backyard. 3 decks. Pool set amongst Maples and hibiscus. BBQ grill. Fresh herbs....
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large swimming pool (43' x 22' free form) with changing colors LED lights and water fall, a 10 people outdoor spa jacuzzi tub. Complete and well equipped outdoor kitchen, walking distance to the bay and 5 minutes drive to town or the OCEAN. Big and clean house in the woods. The house indulge...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's a 3 bedroom, 2 bath home. 2 Family room, one with a TV and one for reading and watching the sunset over Fish Cove through a large window. The master bedroom with en suite bathroom is located on one side of the house while the guest bedrooms are on the other side, so complete privacy. The...
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    Southampton, Hamptons 11968
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly renovated, totally updated. Well done 3+Br 2 bths, 5 minutes drive to town ( train station, super market, restaurant, cafe, bar…….) 10 minutes drive to Ponquogue Beach and 5 minutes walk to great peconic bay beach Any things to do near by the house ~ Tanger outlet ( 15 mins ) ~ Any...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    8 Bedrooms, 6 Bathrooms, Sleeps 20 Quick View
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    • Cable/satellite TV
    • DVD Player
    • Air Conditioning
    • Internet Access
    • Washer
    • Waterfront
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Inspired by Walden, Thoreau and Emerson, Shell House is the quintessential luxury rental in the Hamptons. Dock in the nearby marina or rent a boat for the day. Shell House is your gateway to world class fishing, sprawling vineyards and quaint villages bustling with charming shops. With a resort...
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    Hampton Bays, Southampton 11946
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 20
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    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Internet Access
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautiful custom designed house is located in a prestigious area of the Hamptons. Enjoy the seclusion and privacy of 1.3 acre of wooded grounds. The indoor patio, outdoor deck around the pool, 7 person hot tub, outdoor shower, Olympic size pool and wet bar in the recreation room makes for...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
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    Great Rates in 2019- No Increases In Rates and Over Holiday Weeks1 / 17
    (9)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Parking
    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Outdoor Dining Area
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2015
    This house turned out to be the perfect house for my wife and I, and our dog Maggie,,,,,,It was most comfortable and had all the necessary things needed for a good beach...
    Reviewed 26 July 2015
    We (family of 4, two teenage kids, boy 15 and girl 17) rented the above accommodation for 10 days in June. I could not recommend this house highly enough as I place from which...
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    About this property
    Newly renovated home perfect for family get-away and for girls or guys week get-aways. As past owners of The Black Whale Motel in Hampton Bays for 16 successful years, we are well aware of what vacationers are expecting from their rental. We have tried to include everything needed to enjoy your...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • Patio
    • Washer
    • Private Outdoor Pool (Heated)
    • Balcony
    • Cable/satellite TV
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 3500 sq ft Hampton's styled home has a large light filled living room with fireplace and sliding glass doors to the expansive deck with heated pool. The open floor plan makes this home perfect for entertaining. This home is situated on .75 of an acre of property that backs up to a private...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • Internet Access
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your own private summer resort. This house has it alll, you won't want to leave! Waterfront dock, jacuzzi, sparkling pool, multiple patios, 2 outdoor grills, and multiple balconies are key outdoor features. State of the art kitchen, large country dining room table, 2 fireplaces, 2 open airy...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Private Outdoor Pool (Heated)
    • DVD Player
    • Internet Access
    • Hot Tub
    • Patio
    • Washer
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is in the most desirable neighborhood in Southampton. Close to everything the Hamptons have to offer. You'll be near the beaches and the Village of Southampton - where you have many exciting restaurants, shops, movie theater, and night celebrities. Check out all our beautiful...
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    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 11 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Secure Parking
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THIS SOUTHAMPTON HOME OFFERS PRIVACY, LUXURY ,SERENITY AND IS EXQUISITELY DECORATED ,THIS RENTAL HAS EVERYTHING ONE WOULD ASK FOR AS THE OWNER.I LIVE THERE PART TIME AS WELL AND HAVE GIVEN THE UTMOST ATTENTION TO EVERY DETAIL IN THE HOUSE FOR ONES COMFORTS THIS HOUSE HAS 4 BEDROOM TWO OF WHICH ARE...
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    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 11 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Internet Access
    • Washer
    • Hot Tub
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Patio
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is perfectly located in Southampton. It has 4 bedrooms and sleeps 10. If you have been wanting to visit the Hamptons this house is the perfect choice since it’s perfectly located in the heart of the Hamptons. Just a three minute drive to the village and 5 min drive to the famous Coopers...
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    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
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    Smoking allowed
    About this property
    Comfortable, clean & modern house with 2 bedrooms and 2 bathrooms. Recent renovation includes new central AC system. New deck. Wide-open acre with beautiful gardens. Near horse farms. Fabulous 20 x 50 salt water pool (heated). Gas BBQ. Expansive decks. Convenient location - close to towns of...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This one level ranch house has the advantage of being in the Village of Southampton, south of the HWY, 3 short blocks to the train. Walk-able location to many places to eat and shop. Priced to rent, according to the condition of the house - retro 60's. House is clean, Full of sunlight, comfortable,...
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    Southampton, Hamptons 11968
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Situated at the end of a very quiet private road in an old estate neighborhood right on the water in the eastern end of North Sea, Southampton . With 3 bedrooms, 2 baths, a big chef’s kitchen with 36' Viking range with electrical oven and Miele Washer/Dryer and a big fireplace with comfortable...
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    Southampton, Hamptons 11968
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Hamptons Lofty Beach Barn - Pet Friendly1 / 30
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    • Grill
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 June 2019
    We have stayed at this property twice. It’s feels like our very own home away from home. We brought two sets of children here and enjoyed our own adult time while the kids...
    Reviewed 10 June 2019
    We booked this house for a family getaway. Amazing property. Very family friendly, plenty of space for the adults and kids to spread out. The house is very well decorated and...
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    About this property
    Lofty beach barn! decorated 3,000sf property with high-end furnishings and pool. Authentic Post and Beam Barn house located in the picturesque town of Water Mill in Southampton, NY. The area is home to the world famous Coopers Beach, Duck Walk Vineyard, Wolffer Estates, Hampton Classic, Water...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated English Tudor set in quiet cul-de-sac. A short walk to Good Ground Park for outdoor concerts and walking/ biking trails. Walk to village and NYC-bound train. Ten minutes to ocean, 3 minutes to gorgeous bay beaches and 10-15 minutes to Southampton Village. Twenty minutes to...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 4
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    6 Bedrooms, 7 Bathrooms, Sleeps 12 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guests are sure to enjoy a memorable vacation in this fully furnished, 6 bedroom/ 7 bath home in a private, gated, park like setting. The 3 master bedrooms have 2 bedrooms with a king-sized bed, 1 with a queen size bed while the remaining rooms are furnished with a full-sized bed (2) and bunk...
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    Southampton, Hamptons 11968
    Holiday Rental House - 6 Bedrooms, 7 Bathrooms, Sleeps 12
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    Sprawling Southampton home with pool & jacuzzi and room for the entire family1 / 38
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
    • DVD Player
    • Internet Access
    • Hot Tub
    • Washer
    • Patio
    • Air Conditioning
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 June 2018
    This was everything we wanted. The space was big enough to fit my family of 6 and 3 guests very comfortably. We LOVED the pool area with the hot tub and pool house. We...
    Reviewed 10 July 2017
    Great location and close to town. Pool and Jacuzzi are beautiful. Would definitely recommend to anyone looking for a nice weekend out east.
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    About this property
    Beautiful Southampton home located in the heart of the Hamptons. Very private with a large pool and jacuzzi. Just a three minute drive to the village with all the wonderful restaurants, clubs and small beaches and town! Very private with a large pool and large Jacuzzi. The house sleeps 14 and...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
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    • Private Outdoor Pool (Heated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Waterfront: Architectural Gem in Water Mill / The Hamptons Enjoy our stunning home directly on prestigious Mecox Bay in Water Mill. This is a new listing. Exclusive property: A very private and luxurious compound with celebrity neighbors, fantastic views, heated Gunite swimming pool, outdoor...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Southampton, Luxury 4 Bed 2 Bath home with pool, minutes to everything! New 25 x 50 Salt Generated Pool, no maintenance and much easier on the eyes! 3 Minutes to Private Beach! Free Parking, NO Beach Passes needed! This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Mint-renovated and newly decorated Southampton Village home offers a sunny living room, eat-in chef's kitchen and four bedrooms with two baths. Subzero and Wolf appliances, Waterworks fixtures, Cararra marble throughout. Enjoy the summer in our fully-fenced backyard sitting by the heated Gunite...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 9
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Shared Outdoor Pool (Unheated)
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summer in this fully renovated family home, rich with Hamptons history, on a quiet cul-de-sac. This 3-bed, 3-bath home with sparkling full-sized pool was the first on the block, and still sits on 1 full acre of land. 1.1 miles from quaint downtown Southampton where you can enjoy morning espresso,...
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    Location Information
    Water Mill, Southampton 11968
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    • Air Conditioning
    • Private Outdoor Pool (Unheated)
    • Internet Access
    • Hot Tub
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is perfectly located in the town of Southampton. The house is nestled in a quiet park-like setting with a private tree-lined yard. You will have all the privacy you want. Enjoy a beautiful built in pool with jacuzzi. The home is clean, stylishly decorated. This home is centrally located...
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    Southampton, Hamptons 11968
    Holiday Rental House - 6 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
    • Hot Tub
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    • Waterfront
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    • Ocean Views
    • Housekeeping Included
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Price: $36,000 (June 15 to Labor Day) $17,000 (June) $18,000 (July) $29,000 (July through Labor Day) $20,000 (August through Labor Day) Neighborhood: Flanders Centrally Located West of Shinnecock Canal. Minimal traffic! Easy access to NYC and airports. Town of Southampton Lovely two-story Cape,...
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    Location Information
    Southampton, Hamptons 11901
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
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    • Private Outdoor Pool (Heated)
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    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Newly Renovated Private Contemporary on 2 Acres of Privacy offers 5 Bedrooms 4 Bathrooms, Heated Pool, Hot Tub and All Weather Tennis Court. Bright and Airy lots of Glass & skylights with Glass doors to beautiful Bluestone patio perfect for Entertaining! Lush gardens with landscape lighting, i...
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    Southampton, Hamptons 11968
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Located within walking distance from the quiet beaches of Peconic Bay, and a mere 10-minute drive to Sag Harbor, this vacation rental home is ideal for your next Southampton getaway! Offering 4-bedrooms and 2.5 bathrooms, this lovely home is perfect for 8 travelers ready to experience everything...
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    Southampton, Hamptons 11968
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedrooms, 10 Bathrooms, Sleeps 16 Quick View
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    • Air Conditioning
    • Balcony
    • Wi-Fi
    • Terrace
    • Hot Tub
    • Private Garden
    • Grill
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You can rent this weekly, bi-weekly or full summer season. Summer 2015 weekly rentals start at $7000/week for any weeks in June, $8750/week for any weeks in July and $9200/week for any weeks in August. You can rent for as little as a week in the summer season or monthly or seasonal. In the...
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    Location Information
    Southampton, Hamptons 11968
    Holiday Rental House - 5 Bedrooms, 10 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Terrace
    • Washer
    • Balcony
    • DVD Player
    • Housekeeping Included
    • Patio
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the sights of rural Water Mill from this 5 bedroom, 4.5 bath recently renovated modern farmhouse, perfect for families! Custom features include 22ft of bi-fold doors, for indoor/outdoor living. Expansive deck with integrated lighting and firepit, overlooking the oversized back yard with a...
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    Location Information
    Water Mill, Southampton 11976
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Heated)
    • Cable/satellite TV
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    • Waterfront
    • Wi-Fi
    • Patio
    • Ocean Views
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy panoramic ocean and bay views from this newly renovated three story 2700 sq ft private retreat. Windows welcome natural light and ocean breezes at every turn. Open floor plan flows from gourmet kitchen and dining area to sitting space and living room centered on a beautiful floor to ceiling...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Private Outdoor Pool (Unheated)
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    • Balcony
    • Grill
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is the perfect family getaway for you Summer vacation! July 1 - July 31 Special - Only $25,000! This home has panoramic views of the bay, with gorgeous sunsets! Beautifully renovated 2 story contemporary, with 4 bedrooms and 4 full baths. Only a 2 minute car ride, 22 minute walk to the...
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    Location Information
    Hampton Bays, Southampton 11946
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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