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Holiday Rentals with Pools in Water Mill, NY and nearby

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    1 / 33
    5 of 5 bubbles (2) Excellent
    Water Mill
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    1 / 24
    Water Mill
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Water Mill
    5 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Water Mill
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Location Information
    Water Mill, Hamptons 11976
    1 / 20
    Water Mill
    7 Bedrooms, 7 Bathrooms, Sleeps 10 | Quick View
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    • x
    About this property
    This beautiful estate home in Water Mill, New York borders the prestigious Matt Lauer's 40 acre horse farm with distant ocean views. This estate features 7 bedrooms with 7 en suite bathrooms, 2 1/2 baths, two master bedrooms. There are five full masonry fireplaces, pool room, wine room, cigar... View all property information
    Location Information
    Water Mill, Hamptons 11976

    The following rentals are within 10 kilometres of Water Mill, Long Island, New York.

    1 / 50
    Southampton
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    If you're planning ahead for summer 2017, this is the time to ask me for a special deal. This open-plan house with second floor gallery and home theater in the basement brings the outdoors in. Wrap-around windows and skylights (plus an AC system with a stun button) gives you the best of the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 28
    Southampton
    4 Bedrooms, 5 Bathrooms, Sleeps 7 | Quick View
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    About this property
    Welcome to your private Hamptons escape! This immaculate Southampton vacation rental house is sure to provide the perfect vacation spot for your next family getaway. Featuring 4 bedrooms, 5 bathrooms, and enough space to comfortably sleep up to 7 guests, this gorgeous home is a terrific size and... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 13
    Bridgehampton
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    Beautiful contemporary home set on 1.6 private idyllic acres. Walk to town, near beaches. Easy drive to Sag Harbor, Southampton and East Hampton. Right by Hampton Classic and Polo grounds. New designer furnishings and linens. Separate master suite with Jacuzzi and steam shower. 3 Additional... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 23
    Southampton
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Located east of the canal on the beautiful Peconic Bay, over 100 feet of sandy beach, walk down the shore to for food, drinks and entertainment! Beautiful, crystal clear water, 5000 sq ft custom Waterfront “GREEN” House, 5 bedrooms, 5 baths , CAC, hardwood floors, in-ground heated pool, Outdoor... View all property information
    Location Information
    Southampton, Hamptons 11946
    1 / 21
    Sagaponack
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    About this property
    Welcome to the beautiful and immaculate five bedroom, four bathroom house in Sagaponack, New York.  Centrally located...five minute drive from Sag Harbor, five minute drive from the ocean and our amazing beaches.  Pine hardwood floors, contemporary furnishings with all the latest amenities.  Full... View all property information
    Location Information
    Sagaponack, Hamptons 11962
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    1 / 27
    Southampton
    6 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    About this property
    Newly build home, no expense spared. Beautiful pool and outdoor dining and cooking/BBQ area. The prefect home for entertaining and relaxing. Fully equipped kitchen for cooking and dining, plenty of space for entertaining. Master bedroom is fit for royalty, 4 more beautiful bedrooms in main house.... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 13
    Sagaponack
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    With the ultimate prime Hamptons location, and the comforts of home, this vacation rental is an excellent value for all types of friends and family retreats. The outdoor areas are newly designed and rebuilt with 3,100 square feet of mahogany decking. Right outside the great room there is a new... View all property information
    Location Information
    Sagaponack, Hamptons 11962
    1 / 22
    Bridgehampton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • ?
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    • x
    About this property
    This immaculate, newly renovated home is conveniently located on a quiet cul-de-sac walking distance from the center of Bridgehampton Village and and a quick bike ride to the beach. Sleeping quarters consist of 4 bedrooms and 3 full baths. The home has central air conditioning. The master bedroom... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 16
    Bridgehampton
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    This spacious, renovated 5-bedroom, 4-bath home is on a secluded 1/2 acre, with a 200-foot private driveway leading to the wonderful, bright residence. The house backs onto a community reserve, so there is complete privacy in the pool, decks, and backyard. On the main level, there are 4 bedrooms... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 55
    5 of 5 bubbles (7) Excellent
    Southampton
    7 Bedrooms, 5 Bathrooms, Sleeps 18 | Quick View
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    • x
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    • x
    About this property
    This is extravagant living at its best. Picture yourself enjoying expansive water views and majestic sunsets. The park like setting lends itself to an idyllic outdoor paradise. This home has 7 huge bedrooms and 5 palatial bathrooms. The house boasts a wide-open floor plan with soaring cathedral... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 31
    Southampton
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    • x
    • ?
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    • x
    About this property
    Every season is beautiful here, so relax and get away from it all. Situated at the gateway to the Hamptons, the Easterner Motel is located in charming, bucolic Shinnecock Hills, just five miles from Southampton Village and the famous, stunning beaches of Southampton, and beyond, all the way to the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 17
    Southampton
    4 Bedrooms, 2 Bathrooms, Sleeps 9 | Quick View
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    • x
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    • x
    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... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 16
    Southampton
    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    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!<BR>Lush gardens with landscape lighting, i... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 19
    Bridgehampton
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    • ?
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    • x
    About this property
    On a quiet shy 2 acre beautiful parcel adjacent to hundreds of acres of town reserve sits this updated light filled home with sweeping lawn, and reserves on 3 sides for complete privacy. Spacious with 4 bedrooms and 3.5 baths,Two masters with king beds and private baths, two additional bedrooms one... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 20
    Bridgehampton
    11 Bedrooms, 9 Bathrooms, Sleeps 20 | Quick View
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    • x
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    • x
    About this property
    Amenities include all-weather tennis, an oversized 25x55' heated gunite pool, fully finished lower levels in both houses, gracious reception rooms with multiple fireplaces, library, movie theatre, ample staff quarters, wine cellar, sauna, and gym. A very long driveway, gated entry and three car... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
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    1 / 24
    Southampton
    4 Bedrooms, 10 Bathrooms, Sleeps 8 | Quick View
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    • Secure Parking
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    • Children's Pool
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    • Pet-friendly
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    • x
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    • x
    About this property
    Bishops Pond is a new high-end condo development in Southampton Village. The clubhouse offers a pool, fitness center, billiards, outdoor tennis court, and more. This beautiful and comfortable second floor level home located on the far south east corner of the development is exquisitely decorated,... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 11
    Southampton
    6 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Fabulous Bay Front Villa on a private acre in Southampton close to village & Beaches. Beautiful fountain to greet you and your guests to the water front retreat with high end finishes. Vaulted ceilings, Professionally decorated and 6 Bedrooms with 4 1/2 baths with Jetted Tubs & Steam Shower. All... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 12
    Southampton
    5 Bedrooms, 6 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Traditional 5 bedroom house on 1.5 acres south on Flying Point Road. Beautiful, mature gardens and heated pool. tons of living space and finished basement.Wood burning fireplace. large family room, library, double living room, two separate wings for sleeping and beautiful patio. gas barbecue.... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 30
    Southampton
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Be close to everything the Hamptons has to offer while getting away from it all in your little piece of paradise.! You'll be a mere 1 mile away from the ocean beaches of and in close proximity to the Hampton Village of Southampton - with its exciting selection of restaurants, shops, movie theater,... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 19
    5 of 5 bubbles (1) Excellent
    Bridgehampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    About this property
    Hamptons Tansey (3527240) RATES INCLUDE THE FOLLOWING: Electric consumption, cable TV & wi-fi, propane consumption, telephone, trash removal, lawn & pool service and heating of pool to 85 degrees between Memorial Day and Labor Day. OVERVIEW OF HOME: 3 bedrooms 3 bathrooms Finished Basement with TV... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 32
    Southampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
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    • x
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    • x
    About this property
    Experience the exquisite relaxation of upper Long Island, New York by staying at this luxurious Southampton vacation rental home! With incredible upscale amenities, an alluring private pool, exclusive access to a pristine natural sand beach and close proximity to all the world-class attractions for... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 13
    Southampton
    4 Bedrooms, 10 Bathrooms, Sleeps 10 | Quick View
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    • x
    • x
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    • x
    About this property
    Getaway to this charming Cottage on the water with spectacular views!! 3 Bedrooms & Baths in the main house with a separate<BR>guest cottage with Bedroom, Kitchen & Bathroom. Heated water front Gunite Pool, Hot Tub, Dock plus Kayaks & Bikes. Close to the village of Southampton, beaches and all the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 22
    Southampton
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • x
    About this property
    Step inside this stylish, recently renovated 3 bedroom, 3 bath Southampton home, and the stage is set for a perfect Hamptons summer vacation. Gorgeously appointed and sun-lit, the open floor plan encompasses a great room with fireplace, a screened three-season dining area, a stunning kitchen with... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 17
    Bridgehampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Wi-Fi
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    • x
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    • x
    About this property
    The main house features four bedrooms and four baths, and fantastic chef's kitchen, and large bright living spaces. The guesthouse includes two additional bedrooms and a bath. Expansive open lawns and a heated gunite pool complete the property. The main house features four bedrooms and four baths,... View all property information
    Location Information
    Bridgehampton, Hamptons 11932
    1 / 28
    Southampton
    4 Bedrooms, 4 Bathrooms, Sleeps 13 | Quick View
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    • Pet-friendly
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    • x
    About this property
    Beautiful Southampton home. Very private with a large pool and a beautiful, large Jacuzzi. This home is perfectly located in Southampton. Sleeps 13. If you have been wanting to visit The Hampton's for the first time house is the perfect choice since its perfectly located in the heart of the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 34
    Southampton
    6 Bedrooms, 3 Bathrooms, Sleeps 12 | Quick View
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    This home is perfectly located in Southampton. The house is nestled in a park like setting with a private tree-lined yard. You will have all the privacy you want. Enjoy a beautiful built in pool with hot tub. The home is clean, stylishly decorated, and steps away from a gorgeous nature preserve. (... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 37
    Southampton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
    About this property
    This home is perfectly located in Southampton. It is a 4 Bedroom, sleeps 10. If you have been wanting to visit The Hampton's for the first time this house is the perfect choice since its perfectly located in the heart of the Hampton's, just a three minute drive to the village with all the... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 37
    Southampton
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Pet-friendly
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    • x
    About this property
    This home is modern, clean and comfortable. few blocks to social club and 75 main!! It is located in the heart of the Southampton! The house is located just a few blocks from the Village of Southampton and a few blocks from the most beautiful beaches in the world. It is in one of the most desirable... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 6
    Southampton
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Private Garden
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    • Pet-friendly
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    • x
    About this property
    This is a gorgeous newly renovated hamptons shingled farm style home. 4 bedrooms 3 full bathrooms plus one in the basement, huge kitchen for entertainers, dining room & living rooms Heated Pool, fireplace, deck for entertaining, lots of space and plenty of natural lighting. Brand new furniture... View all property information
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    Southampton, Hamptons 11968
    1 / 24
    Southampton
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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,... View all property information
    Location Information
    Southampton, Hamptons 11968
    1 / 38
    Southampton
    5 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • Air Conditioning
    • Ocean Views
    • Sauna
    • Waterfront
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    • Private Indoor Pool
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    • Pet-friendly
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    • Smoking allowed
    • x
    About this property
    Custom Estate on the bay for relaxation, boating and sailing from premises, one mile from world class ocean beach, restaurants, railroad into New York City. We are west of the Shinnecock Canal away from the traffic in private neighborhood on private sandy road. Includes 50 foot heated indoor pool,... View all property information
    Location Information
    Southampton, Hamptons 11946