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Hauppauge Holiday Homes

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    Don't let other travellers get your favourite Hauppauge area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 33 Rentals in Hauppauge
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    The following rentals are within 25 kilometres of Hauppauge.
    Adorable home with Large PRIVATE deck- Fire Island1 / 30
    (7)Excellent
    Kismet
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Cherry Grove Oceanfront with Heated Pool1 / 23
    (1)Excellent
    Cherry Grove
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Cherry Grove
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Fair Harbor, Fire Island,NY  4 br house near the bay1 / 16
    (1)Very good
    Fair Harbor
    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Outdoor Dining Area
    • Housekeeping Included
    • DVD Player
    • Grill
    • Private Garden
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2012
    I've been renting in Fair Harbor for over 20 years. What you need in a Fire Island rental is to be near the ferry, the store but still have and quiet and privacy. You need...
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    About this property
    Fair Harbor is on Fire Island in Suffolk county ny.. Imagine a barefoot community with wooden walkways great sandy beaches, great sunsets, wooden walkways... no cars... Sounds like paradise.. less than 2 hours from New york.. so close yet so far away. Our house is 1 house from the bay and is...
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    Fair Harbor, Fire Island 11706
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    East Patchogue
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
    • Internet Access
    • Private Garden
    • Parking
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gorgeous 2nd Floor Private entrance apartment with its own deck over looking the Great South Bay - Large bedroom - Bath & Living spaces , Kitchen w/washer dryer. All emendates, central heat & ac- w/internet , direct tv , private parking on 5 acres estate, 10 min to Village, train, 20 min Airport...
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    East Patchogue, Long Island 11772
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Fire Island Pines
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • DVD Player
    • Internet Access
    • Air Conditioning
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Hot Tub
    • Ocean Views
    • Satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just 90 minutes from Manhattan, but worlds away from NYC! In the Fire Island Pines, an idyllic gay community (but friendly to all) on the beach with no cars, just the deer roaming wild. The cabana is small but very self contained. BBQ on the deck overlooking the ocean. 5 minutes walk to "town"...
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    Fire Island Pines, Fire Island 11782
    Cabin Holiday Rental - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Northport
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Waterfront
    • Patio
    • Satellite TV
    • Washer
    • Grill
    • Balcony
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Immerse yourself in the tranquility of Long Island’s North Shore by staying at this wonderful Northport vacation rental home, ideally situated within easy reach of beautiful beaches, area attractions, and Northport Village’s shops and cafes! Offering 2 bedrooms, 2 bathrooms, and enough room to...
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    Northport, Long Island 11768
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bellport
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Washer
    • Satellite TV
    • Air Conditioning
    • Parking
    • Internet Access
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house has it all! 3 bedrooms with plenty of space for addition guests to sleep in the den. 2 bathrooms. Big living room, dining room, eat in kitchen. The den boasts a large screen TV with surround sound. Patio with furniture and gas grill. Heated pool! Dish washer in kitchen. Washing machine,...
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    Bellport, Long Island 11951
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Kismet
    6 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This house is perfect for a large family or a couple of families to enjoy the laid back beach vacation Kismet offers. The bedrooms are spacious and there is a large outdoor deck perfect for barbecues and family dinners. There is an upper deck with partial view of the ocean and lighthouse....
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    Kismet, Fire Island 11706
    Holiday Rental House - 6 Bedrooms, 2 Bathrooms, Sleeps 12
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    Bay Shore
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Balcony
    • Central Heating
    • Housekeeping Included
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience Tranquility sleeping aboard a yacht! BOOK YACHT 2 WAYS! ONE $ (these are BASE RATES shown below) Three Forward private Cabins & baths with use of kayaks, forward deck with seating and sunning area. Up to 6 guests. TWO $$ Book the entire yacht for 6 guests with full use of the entire...
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    Bay Shore, Long Island 11706
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    We think it's better than the Hamptons.1 / 16
    (9)Very good
    Kings Park
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Grill
    • Air Conditioning
    • Porch
    • Satellite TV
    • Washer
    • Parking
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    (PLEASE NOTE: The price shown above is for a stay of one week, seven nights. If you stay two weeks or longer the nightly price is less. If you can only stay at least a minimum of three nights the nightly price is higher. Please inquire by email.) Sit in the shade and watch the birds and boats...
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    Kings Park, Long Island 11754
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Commack
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Satellite TV
    • Patio
    • Private Garden
    • Secure Parking
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Very nice 1 bedroom suite with big king size bed (kitchen is not available), very nice modern bathroom, very big modern living room with office desk and apple desktop computer. Our vacation rental is close to McArthur airport, city center, beach, nightlife, parks, public transport, Sunken...
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    Commack, Long Island 11725
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Bellport
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Secure Parking
    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the best season of the year in this lovely house in the heart of Bellport Village NY, an hour and half away from New York comfortably fit 2 adults and 2 child ( or 3 to 4 adults). The swimming pool makes it even more pleasant, like an oasis. This is a small house (800 sq/ft) with 2 bedroom...
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    Bellport, Long Island 11713
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Fair Harbor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Internet Access
    • Patio
    • Waterfront
    • Grill
    • DVD Player
    • Washer
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    An ideal spot for a comfortable, peaceful beach vacation. Our charming, renovated cottage is located in Lonelyville, on Fire Island a short drive or train ride from New York City. If you've never visited Fire Island you're in for a treat. Close to the city yet a galaxy away. There are no private...
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    Fair Harbor, Fire Island 11706
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Breathtaking water views, truly peaceful retreat!1 / 8
    (18)Excellent
    Port Jefferson
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Parking
    • Satellite TV
    • Internet Access
    • Waterfront
    • Shared Garden
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 August 2016
    We would definitely come back if ever in Port Jefferson again. The view of the bay was picturesque, the location was great, and the home was spacious, stylish and comfortable...
    Reviewed 31 December 2015
    Absolutely stellar stunning! The home was beautiful as well as the views of Port Jefferson. We definitely highly recommend Michael and Sheila's home! We had plenty of room...
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    About this property
    A true retreat! Peace and serenity....these will be your thoughts as you look out and view the harbor and magnificient woods located on 3 acres! We are minutes away from a very lively town with many restaurants, theatre and shopping! We have beautiful restaurants on the water as well!! This...
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    Port Jefferson, Long Island 11777
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    West Babylon
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house is contemporary with antique pieces throughout the spacious rooms. Upon entering the home, the floors has marble and designed wood floors. Beautiful plants are in the home and the property has a backyard garden for herbs and vegetables. The kitchen has mostly health conscious foods and...
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    West Babylon, Long Island 11704
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean Bay Park
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Central Heating
    • Terrace
    • Grill
    • Balcony
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Have your coffee with the sunrise and your wine with the sunset from the expansive deck overlooking the waves. Location Location Location! We are right on the beach! House is meticulously maintained - very clean and well designed for extended family vacations. We provide bicycles so you can...
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    Location Information
    Ocean Bay Park, Fire Island 11770
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    WATERFRONT BEACH HOUSE - SOUND BEACH1 / 34
    (6)Excellent
    Sound Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Internet Access
    • Waterfront
    • Parking
    • DVD Player
    • Ocean Views
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    WATERFRONT BEACH HOUSE - SOUND BEACH - Long Island Located on the bluff with amazing views of the Long Island Sound around the year. 1:15 min drive (60 miles) from Manhattan. 25 min. from the Hampton crowd. Weather you're coming to visit family in the area, attending a wedding / event at...
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    Sound Beach, Long Island 11789
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Fire Island Pines
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Waterfront
    • Satellite TV
    • Private Outdoor Pool (Unheated)
    • Air Conditioning
    • Ocean Views
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Fire Island Pines. A gay community that is friendly to all. Beautiful beaches, great clubs, serenity steps from the beach. A view of the ocean from every room. Great for entertaining, or a quiet repose. All amenities included. A seven minute walk to the harbor. Enjoy a place...
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    Fire Island Pines, Fire Island 11782
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    Brookhaven
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Satellite TV
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay. The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at...
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    Brookhaven, Long Island 11967
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Copiague
    Studio, 4 Bathrooms, Sleeps 9 Quick View
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    • Grill
    • Internet Access
    • Balcony
    • Terrace
    • Parking
    • Shared Outdoor Pool (Unheated)
    • Shared Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated in Padenghe sul Garda, in a hilly area surrounded by greenery, private Villa with 3 bedrooms and pool for a holiday at the Lake up to 9 people! The Villa is composed by a bright living room with fireplace, sofa, flat-screen TV with international channels SAT. The kitchen is fully equipped...
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    Copiague, Long Island 11726
    Holiday Rental House - 4 Bathrooms, Sleeps 9
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    East Setauket
    5 Bedrooms, 8 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Ocean Views
    • Wi-Fi
    • DVD Player
    • Grill
    • Washer
    • Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A wonderful summer getaway with stunning waterfront views, a few steps away from private beach access. This house sits on 2 full acres of land with steps leading down to the beach great for getting jet skiing, getting a tan or fishing, secluded from the busy streets of Long Island. Including a full...
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    East Setauket, Long Island 11733
    Holiday Rental House - 5 Bedrooms, 8 Bathrooms, Sleeps 10
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    The Manor - Private Sky Apartment1 / 18
    (1)Excellent
    Amityville
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Hot Tub
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 2017
    I was having construction work done in my home and needed to stay for a weekend at Scott's private 2nd floor apartment. The furniture, carpets, TV, and appliances are all new...
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    About this property
    Welcome to the Manor! This Newly Renovated Apartment is a 2nd Floor apartment featuring 1 Bedroom, Dining Area, Large Living Room area, Kitchen and Bathroom with stand up shower, and a Private Entrance with Free Street Parking! This Apartment is 90% new construction adorned with all new electric,...
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    Amityville, Long Island 11758
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Ocean Beach
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Housekeeping Included
    • Washer
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This fully renovated cottage is perfectly located just one house off the Great South Bay & only a 2 minute walk to town. Sunny & bright, freshly painted with H/W floors. The well equipped kitchen has a breakfast bar and new tile floor. The dining area seats 6 comfortably. The 2 sweet air...
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    Location Information
    Ocean Beach, Fire Island 11770
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Ocean Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Private Garden
    • Satellite TV
    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Cozy house located conveniently close to the town, restaurants, pubs.... It is 4 bedroom, 2 full baths, sleeps 10, AC, BBQ, nice size deck, outdoor shower, beach chairs, maid service. The house is perfect for small groups, families or couples. It is only 4 min walk to the beach. You will enjoy your...
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    Location Information
    Ocean Beach, Fire Island 11770
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ocean Beach
    5 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Satellite TV
    • Private Garden
    • Grill
    • Air Conditioning
    • Terrace
    • Washer
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beach house available for rent in the BEST location in Ocean Beach, Fire Island. Located 6 houses from the ocean, this is a favorite rental for families as well as weekend getaways with friends. Available for MIDWEEK and WEEKEND rentals Sleeps 9 AC in Master Bedroom Ceiling Fans thru out the house...
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    Location Information
    Ocean Beach, Fire Island 11770
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 9
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    Ocean Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Grill
    • Washer
    • Balcony
    • Wi-Fi
    • Satellite TV
    • Sauna
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home is located on Fire Island in the heart of Ocean Beach. Minutes to the Atlantic Ocean, the Great South Bay and Ocean Beach Restaurants and shops. This Spacious 4 Bedroom house has two good sized master bedrooms upstairs each with its own balcony and two additional bedrooms downstairs...
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    Location Information
    Ocean Beach, Fire Island 11770
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ocean Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Parking
    • Patio
    • Balcony
    • Air Conditioning
    • Washer
    • Satellite TV
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This House Is An A Frame Chalet Type House With Large Loft. Four Bedroom, One And A Half Bath. Loft Has Queen Size Bed, Trundle Bed And Couch Half A Bath, Private Deck. Two Bedrooms First Floor Have Two Twin Beds, Large Bedroom Has Queen Size Bed. Only Six Houses To The Beach, Next To Cornielle...
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    Location Information
    Ocean Beach, Fire Island 11770
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    East Patchogue
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Hot Tub
    • Wi-Fi
    • Ocean Views
    • Washer
    • Parking
    • Satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Apartment for the summer beginning Memorial Weekend, May 22nd ending Labor Day weekend September 8th. The location is in the pocket of everywhere you would want to be for the summer. Right on a private beach and access to all of the Hampton Beaches. <BR><BR>Fully-furnished sectioned to have a...
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    Location Information
    East Patchogue, Long Island 11772
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 6
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    Commack
    5 Bedrooms, 3 Bathrooms, Sleeps 1 Quick View
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    • Wi-Fi
    • Secure Parking
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    It's Private room in commack long island NY My place is close to nightlife, the airport, the city center, 2m to commack library 12 m to the beach it's on the central of long island place is close to nightlife, the airport, the city center, parks, public transport Robert Moses state park Robert...
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    Location Information
    Commack, Long Island 11725
    Private Room - 5 Bedrooms, 3 Bathrooms, Sleeps 1
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    Ocean Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    About this property
    Gorgeous fenced in garden surrounds this air conditioned A frame house. The cooks kitchen opens up to living area and back deck with outdoor shower and a hot tub. The guest house has a king sized bed and room for a crib if privacy is needed. House is available the week including Labor Day only...
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    Location Information
    Ocean Beach, Fire Island 11770
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Copiague
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Smoking allowed
    About this property
    The apartment is located 750 meters from Mestre train Station. Da Vinci Apartment allows you to reach Venice in 12 minutes by bus, the bus stop is 350 mt. Located on the 4th floor, the apartment can accommodate 6 people and has 2 bathrooms to service. An exclusive and reserved private carport is...
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    Location Information
    Copiague, Long Island 11726
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Ocean Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Wi-Fi
    • Satellite TV
    • Air Conditioning
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    NOW OFFERING A DISCOUNT OF $500 OFF PER WEEK FOR THE WEEKS OF 8/15, 22 AND 29!!! I pay the FLIPKEY fee--YOU DON'T!!! Fantastic Ocean Beach home. Prime location, by ocean. Half mile from ferry, restaurants and grocery. 1 block from Seaview. 2 Master bedrooms! 3 Full baths! Bi-level deck with...
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    Location Information
    Ocean Beach, Fire Island 11770
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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