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Homes and Condos in Long Island, NY

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    1 / 17
    4 of 5 stars (1) Very good
    Peconic
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    1 / 24
    5 of 5 stars (9) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    1 / 9
    5 of 5 stars (1) Excellent
    Cutchogue
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    1 / 14
    5 of 5 stars (2) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Overview: Waterfront Water's Edge luxury suite, Suite C-204, accommodates up to 6 guests (see below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. Quoted rental rates include all taxes. Details: Offered by... View all property information
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    5 of 5 stars Reviewed September 17, 2014
    My friends and I really enjoyed our stay here. VERY clean, comfortable and the location was perfect for our visits to the local wineries. The private beach was very clean and we...
    5 of 5 stars Reviewed August 8, 2014
    Terrific Two bedroom condo on the water. Was there for July 4th, tons to do. Minutes from shelter island and views to die for.
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    1 / 15
    5 of 5 stars (2) Excellent
    Bellport
    6 Bedrooms / 5 Bathrooms / Sleeps 14
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    About this property
    We are pleased to offer 'Bellport Landing', a gracious 1880's home located in the heart of Bellport Village. Bellport Landing offers all the beauty and charm that you would expect to find in a historic/antique home, plus modern conveniences, such as wifi and flatscreen TV's. Featuring six... View all property information
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    5 of 5 stars Reviewed August 7, 2014
    Absolutely wonderful place to have our family get-together. The house is gorgeous, comfortably furnished, and thoughtfully appointed. The kitchen is amazing! Sue and Steve are...
    5 of 5 stars Reviewed June 23, 2014
    Bellport is an absolutely magical place - a real find. As visitors from the UK we were utterly spellbound by its old world and understated charms - such a perfect respite from the...
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    1 / 12
    East Hampton
    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    About this property
    6 bedroom, 4 bathroom Contemporary. Open floor plan, soaring ceilings; brand new kitchen and dining area. Pool, outdoor shower, hot tub. 5 minutes to beach, village, 7 minutes to Sag Harbor Village. Also available for holidays and special occasions short term. View all property information
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    1 / 24
    5 of 5 stars (2) Excellent
    Port Jefferson Station
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    A very spacious 1 bedroom private Apartment like, Bedroom can be configured to accommodate 2, 3, 4 or 6 comfortably, Private full bathroom, Open Area consists of living area, kitchenette, Mid size refrigerator, counter top with sink and cabinets, Toaster oven, microwave, Coffee machine etc.. ,... View all property information
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    5 of 5 stars Reviewed December 24, 2014
    We were born and raised on Long Island and go back every couple of years to visit. Most of the time we stay at a hotel or maybe an Inn / B&B. We came across this rental and it...
    5 of 5 stars Reviewed October 8, 2014
    Both owners were very personable and made us feel so comfortable. Attention to detail and making our visit feel like home was definitely accomplished beyond expectations.
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    1 / 23
    5 of 5 stars (1) Excellent
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    This one-level modern, stylish light-filled ranch home, 2450 square ft. interior offers an expansive open floor plan - indoor and outdoor spaces for summer living and entertaining. Features 4 well sized bedrooms including master bedroom and bath with oversized Jacuzzi bath-tub, 3 en-suite... View all property information
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    5 of 5 stars Reviewed April 16, 2015
    I had a wonderful experience staying at the East Hampton vacation home. It was very comfortable and accommodated my 7 friends. The furnishings were new and the entire house was...
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    1 / 23
    Southampton
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    About this property
    25 year age limit...please don't inquire if you do not meet the age requirements, you will be wasting your time and ours. This estate has 7 bedrooms and 6.5 bathrooms, all bathrooms are marble with high-end fixtures. All bedrooms have 32 inch HDTV's. Boasting 2 living rooms - 1 on the main floor... View all property information
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    1 / 17
    5 of 5 stars (3) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
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    About this property
    Beautiful, 2300 sq ft single storey, modern, three bedrooms (3 bathrooms) house in Northwest Woods is set in 4 acres of woodland with large heated pool (44' x 16'). Features include 20 foot vaulted ceilings with oversize windows and skylight, 3 spacious bedrooms with 2 en suite bathrooms and a... View all property information
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    5 of 5 stars Reviewed April 10, 2015
    We stayed there in September but it was still warm enough to go swimming everyday. The pool was our favorite part, especially the evening swims in the candlelight after a grilled...
    5 of 5 stars Reviewed April 9, 2015
    The house is in a great location north of Rt 27 in the Northwest Woods and is an easy drive to mulitiple beaches and the lovey town of East Hampton. The House had everything we...
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    1 / 11
    3 of 5 stars (1) Average
    Orient
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    • x
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    • x
    About this property
    Pernchief Cottage Located In The Village Of Orient Is The Perfect Place To Summer With Family And Friends. Front Porch Offers Lovely Views Of The Bay. Wide Pine Floorboards, Great Architectural Detils Abound. Property Is Beautifully Set On 1/2 Acre With Lovely Gardens And A Tranquil Pond. Charming... View all property information
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    3 of 5 stars Reviewed May 29, 2014
    Great area but home is in poor condition. Decorated very cute and clean but all uneven floors, very cold inside house, no tv (although it was promised), not worth the price...
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    1 / 15
    Hampton Bays
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Hot Tub
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    • Pool Table
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    • x
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    • ?
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    About this property
    No traffic to get to Hampton Bays spend more time at pool or the beach,perfect for family in quiet residential area ,close to everything nonsmoker house on 2 floors,4 bdr ,all beds are queen size,2 baths, CAC(central air conditioning) , PRIVATE backyard with in ground pool 16x36, remote control... View all property information
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    1 / 25
    East Quogue
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    About this property
    **PLEASE NOTE 7-NIGHT MINIMUM STAY IS REQUIRED BETWEEN MEMORIAL DAY AND LABOR DAY, NO EXCEPTIONS. ** This is a 6BR / 4.5BA luxury home located in the Village of Quogue, that sleeps up to 12 people. The house has a heated inground swimming pool (seasonal), all-season tennis court, pool table,... View all property information
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    1 / 37
    East Quogue
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    About this property
    4 bedroom, 3 bath home in a quiet private community. Lots of outdoor deck space overlooking the canal with views of Shinnecock Bay. Relax in the hot tub, take a canoe out, ride bikes into town... whatever you like... or do nothing at all! There is easy access to several sandy bay beaches and a... View all property information
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    1 / 35
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    About this property
    Enjoy privacy and peace on a beautiful Northwest Woods parcel with various outdoor entertaining spaces, including large deck with pool. Private 5 bedroom 2700sq foot house. Historic architecture, modern interior design mixed with the landscape's natural beauty provide living at its finest. This... View all property information
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    1 / 18
    Bridgehampton
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    4 bedroom post modern house in Bridgehampton. AC, heated pool, two-car garage on a little more than a half acre. Walking distance to Bridgehampton. 3.5 fully renovated bathrooms. View all property information
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    1 / 29
    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 9
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    • x
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    About this property
    The Space Located on a tree lined street this sun-filled two story house sleeps 8 people +. It features 3 bedrooms, 2 bathrooms, an eat in-kitchen and spacious living area with TV and wifi. There are 2 queen size beds, 2 full size beds and a queen size sleeper sofa. The private backyard offers... View all property information
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    1 / 14
    Hampton Bays
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Great location with incredible views of the Tiana and Shinnecock Bay. Waterfront, boat dock, boat ramp, heated pool, fishing - right in your back yard! Spacious home with en-suite bathrooms in all bedrooms. Walking distance to shopping, transportation. Location, location, location !! The house is... View all property information
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    1 / 21
    North Fork
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    About this property
    A renovated home in the heart of the North Fork near the beach and several wineries. Please inquire about weekends, weeks or monthly/summer rental for 2015. Sleeps 8 Enjoy a bright renovated home with 12 skylights, cathedral ceilings and entirely new furnishings only ¼ mile to Cutchogue harbor and... View all property information
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    1 / 14
    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Ping Pong Table
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    About this property
    Large Hamptons Beach House located in Quogue, NY. Features all new kitchen with quartz countertops, wine refrigerator, large American-style Fridge/freezer. two dishwashers, two sinks, bar, barstools, farmstyle table seats 10, flat screen tvs, wifi, beautiful porch. Adjoining cottage features LR,... View all property information
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    1 / 5
    Hampton Bays
    5 Bedrooms / 4 Bathrooms / Sleeps 7
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    Traditional and cozy house on private beach in Hampton bays with the most gorgeous view of the bay and sunrise! Comfortable and furnished house with kitchen and all appliances. Short drive to the rail and mainstreet. Best relaxing weeks you will ever have. Covered porch and attached patio to take... View all property information
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    1 / 17
    Cherry Grove
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible 'gay' oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night and swim in our heated pool by day. Oversized modern... View all property information
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    1 / 18
    East Quogue
    5 Bedrooms / 4 Bathrooms / Sleeps 8
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    • x
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    About this property
    This impeccable 5 bedroom/3.5 bath home is located in a private bay community on a beautifully landscaped 1 acre south of the highway. It is a short walk from private bay beach and a 5 minutes drive from the ocean beaches. Renovated in 2011 and tastefully decorated in a contemporary, comfortable... View all property information
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    1 / 20
    East Quogue
    3 Bedrooms / 2 Bathrooms / Sleeps 8
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    Centrally located and completely renovated! Lovely two story Victorian home - 3 bedrooms, 2 full baths, sleeps 8. Central air. The perfect place to rejuvenate and indulge. Unwind in the hot tub among hydrangeas and roses. Breakfast on the sun porch. Dine at one of many Zagat rated restaurants. Walk... View all property information
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    1 / 7
    Shelter Island
    6 Bedrooms / 7 Bathrooms / Sleeps 17
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    About Seven Newly renovated in 2014, SEVEN offers a selection guest rooms for various combinations of guests, with king, queen, double queen and double twin rooms. Each guestroom includes air conditioning, a flat screen television, light seasonal goose down comforters, 100% cotton linens, and a... View all property information
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    1 / 16
    Huntington
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Ground floor of hi ranch includes large LR/kitchen combo and separate BR. Fully furnished with brand new queen sized bed with Simmons beauty rest 12' mattress! There is also a pullout couch, new flooring, etc. You will have key to house & separate apt. to come & go as you please. In season there is... View all property information
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    1 / 13
    Great Neck
    2 Bedrooms / 1 Bathroom / Sleeps 7
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    About this property
    Stunning, Modern, Clean, Brand new 2BR in beautiful and quiet residential area. Gorgeously decorated. Large open center area with TV and couches, large full size kitchen with all new appliances, dishes and pots. 2 Bedrooms - 1 king size mahogany bed and 1 trundle bed with 2 twin size... View all property information
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    1 / 7
    Baiting Hollow
    2 Bedrooms / 1 Bathroom / Sleeps 6
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    • Grill
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    • Waterfront
    • Water Views
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    • x
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    About this property
    Charming cottage in the woods just steps from the peaceful Long Island Sound. This cottage has two bedrooms and sleeps 6. Built in 1950, this cottage has been passed though two generations. Owned by one of the original families who started it all. This community was once camping / tent grounds... View all property information
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    1 / 10
    Water Mill
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Beautifully furnished 3 bedroom contemporary on one private acre. 2 ½ baths, Living Room with fireplace, dining area, sun room, swimming pool and two decks. Near beach and shops, walking distance to Water Mill village and Jitney. View all property information
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    1 / 34
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • x
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    • x
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    About this property
    Spacious East Hampton vacation home features four large, furnished bedrooms with oversized master and walk-in closet, three full bathrooms with modern hotel finishes, large custom kitchen with stainless steel and paneled appliances, sunny family/living room with working fireplace, wireless... View all property information
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    1 / 14
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Secluded East Hampton village. 5 minute walk to shops and restaurants. Maybeck inspired turn of the century arts and crafts home on pastoral 3/4 acre. Adjacent to property are horse pastures and protected wooded areas. Former residence of two celebrated abstract expressionist painters, the home... View all property information
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    Wading River
    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Ocean Views
    • Satellite TV
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    About this property
    Most guest are regulars but we do have few dates available each year. This stunning beach home is magnificent, located right on the beach. Our Home was remodeled in 1997, and freshly painted this year 2012, 2 Full baths, Full kitchen/dining area and family room. Has 3 bedrooms but front ocean view... View all property information
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    Jamesport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Balcony
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    About this property
    Spend your vacation time in this classic North Fork Farmhouse located central to fabulous bay beach and the quaint hamlet of Jamesport. Easy access via Hampton Jitney to/from NYC. Quietly nestled on an acre of farmland with fruit trees and vegetable/flower gardens, plus the back drop of distant... View all property information
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    Southold
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    This ranch house is beautifully located on a freshwater lake in the heart of Long Island's wine country, just minutes from the beach. Enjoy abundant bird life in a garden setting. The lake is perfect for swimming, fishing, kayaking or canoeing. Swimming in Long Island Sound is just six blocks away... View all property information
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    5 of 5 stars (11) Excellent
    Southold
    3 Bedrooms / 1 Bathroom / Sleeps 6
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    • Safe
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    About this property
    Bright private sunny renovated three bedroom waterfront house on private street adjoining Arshamamague Pond. The sun is out and all we need is you to complete the picture. Join us at our three bedroom one bath renovated house. Private waterfront. Central AC. Beautiful hardwood floors and... View all property information
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    5 of 5 stars Reviewed August 28, 2014
    We had such a wonderful time in Maureen and Alan's cottage. First and foremost, it's on Arshamomaque Pond, which looks like a lake but is actually an inlet of Peconic Bay. It's...
    5 of 5 stars Reviewed July 13, 2014
    My family was very pleased with these accommodations. We were all very comfortable. The place was very clean and well equipped for our 5 day stay. The location is absolutely...
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    Long Beach
    1 Bedroom / 1 Bathroom / Sleeps 4
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    About this property
    This is a private, clean, quiet and beautiful apartment which allows for unwinding and relaxation in a completely private space one floor up. It is all inclusive which means no sharing common areas such as kitchen and bathroom. Kitchen: Fully equipped kitchen with new granite countertops with... View all property information
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    East Quogue
    4 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    Four Bed, four bath. Great for two families. + .Nice pool, basketball hoop, bikes, bogie boards, beach chairs, croquet, badmition, x box in basement, pool table, outdoor speakers, nice bar b que, great lounges by pool, big back deck close to Southampton beaches, close in hamptons. August 9th... View all property information
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    1 / 19
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Ping Pong Table
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    About this property
    Large Home which is walking distance to a gated beach (pass included with rental). Home is a 10 minute drive to all the Hampton Beaches and beautiful East Hampton stores. Great place to visit galleries, catch a show at the famous Guild Hall. Sag Harbor is a short drive away. Close to many Long... View all property information
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    Greenport
    4 Bedrooms / 9 Bathrooms / Sleeps 8
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    About this property
    A gem of a getaway! There are four bedrooms, of which three are located upstairs. Two of the upstairs bedrooms share one new en-suite bathroom. One bedroom upstairs has it's own en-suite bathroom. The bedroom on the ground floor has an en-suite water closet and another full bathroom. The cottage... View all property information
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    Montauk
    2 Bedrooms / 2 Bathrooms / Sleeps 5
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    About this property
    Our Montauk Home is a 2 bedroom, 2 bathroom beautiful remodeled and refurbished villa. There is a queen size bed and closet in each room, the master bedroom has its on bath-toilet and shower. The living room and dining room is spacious with a fire place. There is an outdoor patio with a dining... View all property information
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    Cherry Grove
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    About this property
    Long season in 2 bedroom unit in oceanfront house. Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible 'gay' oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night and... View all property information
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    1 / 9
    Hauppauge
    1 Bedroom / 1 Bathroom / Sleeps 1
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    • x
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    About this property
    Charming Backyard Cottage. Furnished. Open floor plan. 1 Bedroom, 1 bath, living room, kitchen, front deck. The cottage is located on a park-like wooded acre of property. Ideal for single person. This is a wonderful, private, free standing cottage, great for anyone wanting some peaceful, pleasant... View all property information
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    1 / 25
    Westhampton Beach
    3 Bedrooms / 1 Bathroom / Sleeps 8
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    • x
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    About this property
    Located in Westhampton Beach in the community of West Hampton Dunes- this beach bungalow on the Bay has direct access to the Bay and Ocean. 3 Bedrooms, 1 full bath and private double outdoor shower. 3 Bedrooms- 1 queen size bed, 1 full size bed and 2 bunk beds (4 single beds). Pull out sofa also... View all property information
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    1 / 17
    Sag Harbor
    3 Bedrooms / 4 Bathrooms / Sleeps 6
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    About this property
    THE PERFECT HAMPTONS LOCATION, VILLAGE AND BEACHES Simply the best location in the Hamptons, this house is a short walk to the beautiful village of Sag Harbor, but hidden away in a forest of trees, and extremely quiet and private. This unique designer house is filled with natural light and... View all property information
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    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    • Pets allowed
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    • x
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    • x
    About this property
    The Space The Old Schoolhouse tells a family story, dating back to the 1880's. This charming farmhouse, built by the Burt family in the 1880's, was first used as a schoolhouse, then transformed into a farmhouse. The Burt family updated the house in 2005 with the most energy efficient systems, so... View all property information
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    East Quogue
    4 Bedrooms / 2 Bathrooms / Sleeps 10
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    • Air Conditioning
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    About this property
    This 4 bedroom, 2 bathroom contemporary is just steps away from a private beach and marina. Some amenities include: New granite kitchen Cathedral great room with flat screen tv Hardwood floors Multi level decking In ground heated pool Patio furniture and gas grill Linens One car garage View all property information
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    1 / 20
    East Quogue
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    • ?
    • x
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    • x
    About this property
    Contemporary with major renovations in 2013. Open and bright, with great room and fireplace, expansive decks open out from bedrooms and from kitchen and living room. Heated swimming pool and Har Tru Tennis Court. Home is all on one level, and the pool has a child safety fence. The house has an... View all property information
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    1 / 7
    Bridgehampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Pets allowed
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    • x
    • x
    • x
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    • x
    • x
    About this property
    Beautiful contemporary home set on 1.6 private idyllic acres. Perfect for families with children as well as entertaining. Beautiful Bluestone deck and patio. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New... View all property information
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    1 / 9
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
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    • Pets allowed
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    • x
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    • x
    About this property
    Please contact us for availability. We do not use the Flipkey online calendar to manage reservations. Be the first to enjoy this completely renovated home. Summer 2015 reservations being taking now for a newly renovated East Hampton, 3 bedroom and 2 bath contemporary/modern loft home nestled on... View all property information
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    1 / 27
    5 of 5 stars (4) Excellent
    Sag Harbor
    5 Bedrooms / 8 Bathrooms / Sleeps 10
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    • Pets allowed
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    • x
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    About this property
    This property is only for the very discerning renter. It is a designer's own home. Please read rental rates before inquiring. Minimum rental is one month during High Season unless you see an availability between rentals. During the off season 2 week rentals may be possible. This elegant 6000... View all property information
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