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Vacation Rentals with Pools in Long Island, NY

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    Travellers to Long Island are booking August dates now. Secure your vacation rental today, and have the perfect trip.
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    $322
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    1 / 14
    5 of 5 stars (4) Excellent
    Greenport
    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    $19,401
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    1 / 17
    5 of 5 stars (1) Excellent
    Southampton
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    $388
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    1 / 19
    4 of 5 stars (1) Very good
    Peconic
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    5 of 5 stars (10) Excellent
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Air Conditioning
    • Satellite TV
    • DVD Player
    • Deck
    • Fireplace
    • Stereo System
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
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    About this property
    This well-designed contemporary beach house with three bedrooms and two baths sits on an acre of blissful privacy. This vacation rental is located in East Hampton NW woods, 4 miles from East Hampton Village and 1.5 miles from Sammy's Beach. Close enough to it all, yet removed enough to feel like... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 4 June 2015
    We are a family of four with two young kids who stayed for the long weekend over memorial day. The house is as others described it - bright and airy, nice hardwood floors, three...
    5 of 5 stars Reviewed 26 August 2014
    A fab house and fabulous pool and deck area, in a lovely location. This is the perfect base for a family or friends wishing to explore The Hamptons. We were visiting from the UK...
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    $1,022
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    1 / 22
    5 of 5 stars (1) Excellent
    Hampton Bays
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    travellers have booked this property
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    • Private Outdoor...
    • Shared Tennis Court
    • Pool Table
    • Wi-Fi
    • Watersports Nearby
    • Air Conditioning
    • Satellite TV
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    If you are flexible with dates please inquire here with your details. Quiet residential area,no traffic to get in and out Hampton Bays spend more time at pool or the beach,close to everything.non smoking house on 2 floors,4 bdr,all beds are Queen size,feathers pillows,Egyptian cotton towels,2... View all property information
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    Location Information
    Hampton Bays, Hamptons 11946
    5 of 5 stars Reviewed 2 May 2015
    We spend a week in the house, fast acces to beach,highway and regular stores.Rapport quality/ price is excellent.Real feel of a vacation home.Will return soon.Thank you Dan!
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    1 / 16
    Southampton
    5 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Hot Tub
    • Pool Table
    • Private Outdoor...
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • 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! Lush gardens with landscape lighting, i... View all property information
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    Southampton, Hamptons 11968
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    1 / 11
    East Quogue
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    traveller have booked this property
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    • Private Outdoor...
    • Stereo System
    • DVD Player
    • Satellite TV
    • Deck
    • Internet Access
    • Water Views
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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 MINIMUM... View all property information
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    East Quogue, Hamptons 11942
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    $1,552
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    1 / 9
    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Deck
    • DVD Player
    • Satellite TV
    • Internet Access
    • Horse Riding Nearby
    • There Are Tennis...
    • Private Outdoor...
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    Thank you for your interest in our newly renovated modern loft vacation home. Come be neighbors with designer Donna Karen and now our newest celebrity neighbor, Hugh Jackman in the NW Woods of East Hampton. AVAILABILITY Labor Day Week, Sept 1-7, Available: Rent: 8k* June-August is fully... View all property information
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    Location Information
    East Hampton, Hamptons 11937
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    1 / 24
    East Quogue
    8 Bedrooms / 10 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • TV
    • Watersports Nearby
    • Game Room
    • Air Conditioning
    • Pool Table
    • Private Outdoor...
    • DVD Player
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Beautiful two level 4,100 sq. ft. home in East Quogue is sure to accommodate all your summer get away needs. Eight bedrooms, four full bathrooms, large open living room area, huge entertainment room w/professional pool table, two fireplaces, two 70' HD televisions, heated pool surrounded by a newly... View all property information
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    Location Information
    East Quogue, Hamptons 11942
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    $3,234
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    1 / 13
    Southampton
    4 Bedrooms / 10 Bathrooms / Sleeps 10
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    Amenities & Details
    • Linens Provided
    • Grill
    • Ocean Views
    • Balcony
    • Air Conditioning
    • Wi-Fi
    • Private Outdoor...
    • Hot Tub
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • 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 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
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    Location Information
    Southampton, Hamptons 11968
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    $1,261
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    1 / 24
    Southampton
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Amenities & Details
    • Horse Riding Nearby
    • Air Conditioning
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    • There Are Tennis...
    • Stereo System
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    South of the highway and perched on a Shinnecock hill, this two story house with artist's loft is surrounded by decks. This paradise if very private. It has a gated pool and generous parking. Perfect for a family reunion in the Hamptons. The first floor has a open kitchen with dining room and... View all property information
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    Location Information
    Southampton, Hamptons 11698
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    $1,293
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    1 / 16
    Southampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Satellite TV
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Stereo System
    • Deck
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    This prime home is large, rambling, comfortable. It's perfectly located. Beach: 7 minutes by bike or car. Bayr: across the street. Golf: 5 minutes. SH center: 7 minutes by bike or car.'South of the Highway,' this spacious, open plan home with pool has space for family plus nanny. Garden... View all property information
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    Location Information
    Southampton, Hamptons 11968
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    $323
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    1 / 6
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
    Overview Make Enquiry
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    • Water Views
    • Internet Access
    • Air Conditioning
    • Shared Outdoor Pool...
    • DVD Player
    • Hot Tub
    • Ocean Views
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    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'... View all property information
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    Location Information
    Fire Island Pines, Fire Island 11782
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    $776
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    1 / 4
    Sag Harbor
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
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    • Washer
    • TV
    • Dryer
    • Cooker
    • Refrigerator
    • Private Outdoor...
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located in the quaint historic whaling Village of Sag Harbor, 12 minute walking distance to the center of town, with close proximity to the bay and ocean beaches. This European designer's home totals 5000 sq.ft., the lower level just shy of 1000, sq ft and is the designer's private lower level... View all property information
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    Location Information
    Sag Harbor, Hamptons 11963
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    $904
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    1 / 24
    Westhampton
    5 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • There Are Tennis...
    • Wi-Fi
    • TV
    • Air Conditioning
    • Horse Riding Nearby
    • DVD Player
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Five large and sunny bedrooms. Three full bathrooms. This house has plenty of room for you and your guests. French doors open to a beautiful pool and large yard. Convenient location to village and beaches. BBQ grill, outdoor shower, plenty of parking. Large pool with plenty of outdoor furniture for... View all property information
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    Location Information
    Westhampton, Hamptons 11978
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    $64,670
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    1 / 18
    Sag Harbor
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • TV
    • Fireplace
    • Dryer
    • Washer
    • Patio
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    The feeling of Zen surrounds you as you enter upon this European designer's hideaway..Custom appointments of quality and luxury fill this Hampton's home. Located 12 minutes walk to Main Street of the prestigious Sag Harbor Village....0.4 acres of beautifully manicured totally private lawns with... View all property information
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    Location Information
    Sag Harbor, Hamptons 11963
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    $516
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    1 / 31
    5 of 5 stars (2) Excellent
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    travellers have booked this property
    Overview Reviews (2) Make Enquiry
    Amenities & Details
    • Satellite TV
    • Stereo System
    • Deck
    • DVD Player
    • Air Conditioning
    • Fireplace
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    LAST WEEK OF SUMMER OPEN FOR RENTAL, Can arrive Saturday August 29th or Sunday August 30th. $4500 per week until Labor Day. $2500 per week after Labor Day. Great home, has Pool too. This home is kept Guest Ready year round is all furnishings and belongings are constantly updated. Beach chairs,... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 26 November 2014
    Friends and I recently stayed in this friendly true family home in an excellent long island location. One felt immediately at home on entering the property which is in a pleasant...
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    $905
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    1 / 23
    5 of 5 stars (1) Excellent
    East Quogue
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    travellers have booked this property
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    Amenities & Details
    • Washer
    • Air Conditioning
    • Wi-Fi
    • Deck
    • Private Outdoor...
    • Hot Tub
    • DVD Player
    • TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Centrally located and completely renovated! Lovely two story Victorian home - 3 bedrooms, 2 full baths. 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 barefoot... View all property information
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    Location Information
    East Quogue, Hamptons 11942
    5 of 5 stars Reviewed 13 June 2015
    Genoa's home was spacious, clean and lots of fun. The pool is gorgeous and clean and the hot tub was similar to one you'd find at a high end hotel. We enjoyed our stay and loved...
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    $12,934
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    1 / 34
    5 of 5 stars (1) Excellent
    East Hampton
    5 Bedrooms / 3 Bathrooms / Sleeps 11
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Playground
    • Deck
    • Hot Tub
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    This beautiful summer home sits on an acre property only 3 years old and newly painted and furnished by Perter Andrews. It has a salt water heated pool, new cedar children's jungle gym with swing set, elevated ceder deck, dining room that seats 10, Eat-in kitchen that seats 8, fireplace with... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    5 of 5 stars Reviewed 11 July 2014
    I stayed last year with my husband, two kids and nanny for two weeks. We had not seen the house before we booked it and we were pleasantly surprised at how beautiful it was with...
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    $25,868
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    1 / 15
    Sag Harbor
    7 Bedrooms / 12 Bathrooms / Sleeps 14
    Overview Make Enquiry
    Amenities & Details
    • Grill
    • Private Outdoor...
    • Linens Provided
    • Garage
    • Balcony
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Located between Sag Harbor and Bridgehampton, just renovated ultimate modern luxury house offers everything you need to enjoy the Hamptons summer. Down a long winding driveway, you are greeted by a wonderfully modern facade. Inside the home opens up as the immense height ceilings and walls of... View all property information
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    Location Information
    Sag Harbor, Hamptons 11963
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    $1,552
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    1 / 25
    5 of 5 stars (1) Excellent
    Southampton
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    travellers have booked this property
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    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Air Conditioning
    • Deck
    • Satellite TV
    • Stereo System
    • Boat Available
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Recently renovated, beautiful vacation home within a mile of Southampton Village restaurants and shops. It is located on a very quiet and private lane near two beautiful horse farms. This home features six large bedrooms and four and one half baths. The floor plan is open, bright and airy, with... View all property information
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    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 30 June 2015
    The house was very nice, clean and had everything we needed and more. The owners were very nice and accommodating. We were a group of 12 and were all very comfortable. We all...
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    $647
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    Hampton Bays
    4 Bedrooms / 4 Bathrooms / Sleeps 10
    travellers have booked this property
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    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Hot Tub
    • Pool Table
    • Wi-Fi
    • Swingset
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Immaculate four bedrooms, three full baths sleeps 8-10. Full gym, pool and jacuzzi nestled away in prestigious Red Cedar Ridge. Wi-fi internet and premium channels cable tv. Pool table, basketball and children play ground for entertainment. Five min drive to bay beach, fifteen min to ocean beach... View all property information
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    Location Information
    Hampton Bays, Hamptons 11946
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    $3,622
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    1 / 24
    Cherry Grove
    1 Bedroom / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    Amenities & Details
    • Water Views
    • Stereo System
    • Air Conditioning
    • Waterfront
    • Satellite TV
    • Internet Access
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    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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    Location Information
    Cherry Grove, Fire Island 11742
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    $318
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    1 / 14
    Montauk
    2 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    Amenities & Details
    • Shared Indoor Pool
    • Internet Access
    • DVD Player
    • Water Views
    • Private Fishing...
    • Waterfront
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    It is a 1000 sq foot cottage which is private, surrounded by hedges with the master suite, kitchen, main room and decks all over looking the ocean. Very warm and cozy, with wood beam ceilings, modern kitchen with all new appliances including dish washer. This cottage has been in our family for... View all property information
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    Location Information
    Montauk, Hamptons 11954
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    $25,868
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    1 / 23
    East Hampton
    7 Bedrooms / 9 Bathrooms / Sleeps 15
    Overview Make Enquiry
    Amenities & Details
    • Linens Provided
    • Private Outdoor...
    • Grill
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Garage
    • Balcony
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Situated perfectly on Davids Lane in East Hampton Village and South of the Highway, this exquisitely reconstructed1933 Shingled Classic has 7 bedrooms and 7 and 1 half bathrooms , and a separate Pool/Guesthouse, set on very private acre within short proximity to town shopping, Jitney stop, Duck... View all property information
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    Location Information
    East Hampton, Hamptons 11937
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    $388
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    1 / 12
    5 of 5 stars (2) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    travellers have booked this property
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    Amenities & Details
    • Satellite TV
    • Private Fishing...
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Water Views
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    Location Information
    Fire Island Pines, Fire Island 11782
    5 of 5 stars Reviewed 6 September 2014
    I loved all the amenities that they offered. The food was like dining in a four-star restaurant every night. Only a few houses away from the beach so I could hear the ocean waves...
    5 of 5 stars Reviewed 20 August 2014
    Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food...
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    $388
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    5 of 5 stars (1) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
    Overview Reviews (1) Make Enquiry
    Amenities & Details
    • Waterfront
    • Air Conditioning
    • Hot Tub
    • Satellite TV
    • Internet Access
    • Private Fishing...
    • Water Views
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • ?
    • ?
    About this property
    (email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of... View all property information
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    Location Information
    Fire Island Pines, Fire Island 11782
    5 of 5 stars Reviewed 15 August 2014
    So comfortable and peaceful! Living a NYC you can get amped up by the tiniest thing... And believe me, I tried to keep working when I got there, but Joe and the other guests got...
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    5 of 5 stars (2) Excellent
    Quogue
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
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    Amenities & Details
    • DVD Player
    • Satellite TV
    • Deck
    • Hot Tub
    • Air Conditioning
    • Internet Access
    • Stereo System
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Quogue Village Modernist 4BR, 3BR recently renovated in rustic modern style. Huge chef's kitchen boasts 6 burner range, Gaggia espresso, Shun cutlery. Expansive 800sf pool, 8 person hot tub, 1.3 acres on quiet wooded cul de sac, and Quogue Village beach rights. View all property information
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    Location Information
    Quogue, Hamptons 11959
    5 of 5 stars Reviewed 3 August 2014
    I recently stayed at the Luxury Hamptons Quogue Village 4BR Modernist Retreat with my girlfriend, her sister's and brother in law, and had the best time. The house is new and...
    5 of 5 stars Reviewed 31 July 2014
    Ben and Kelcey's home was the perfect escape for our group. It's quiet, very spacious, modern, and has lots of open space and light. The backyard has a large pool, fire pit, two...
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    East Hampton
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    traveller have booked this property
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    • Air Conditioning
    • Watersports Nearby
    • TV
    • Fireplace
    • Deck
    • Wi-Fi
    • Washer
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    When we vacation we want spotless remodeled accommodations near everything interesting. How about you? Our home is quiet, relaxing, and close to all. Best yet, you'll have your very own 20'x40' salt water pool to enjoy, and you're a 5 minute walk to a private beach.This is a pristine home with... View all property information
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    East Hampton, Hamptons 11937
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    $11,641
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    Amagansett
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Linens Provided
    • Wi-Fi
    • Parking
    • Private Outdoor...
    • Air Conditioning
    • There Are Tennis...
    • Grill
    • Watersports Nearby
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Our home, situated just north of the highway between East Hampton and Amagansett, is the ideal base for your family's vacation. The four-bedroom, four-bathroom house is bright and spacious. From the covered porch, you'll enter through the expansive living room/dining room/kitchen area. This is... View all property information
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    Amagansett, Hamptons 11937
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    $9,054
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    East Quogue
    5 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Ping Pong Table
    • Hot Tub
    • Housekeeping...
    • Air Conditioning
    • Watersports Nearby
    • Satellite TV
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Light, Bright And Completely Renovated. Spacious Modern Contemporary Home. Offers 5 Bedrooms, 3.5 Baths On Over 2 Private Acres. Enjoy Heated Pool, Hot Tub And Tennis, Foosball And Ping Pong. Great Room W/Fireplace And Wall Of French Doors. Open To Expansive Poolside Deck Inviting Outdoor... View all property information
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    East Quogue, Hamptons 11942
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    $382
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    East Quogue
    1 Bedroom / 1 Bathroom / Sleeps 2
    traveller have booked this property
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    • Shared Outdoor Pool...
    • Refrigerator
    • DVD Player
    • There Are Tennis...
    • Wi-Fi
    • Air Conditioning
    • Balcony
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The Space: Great location in the Hampton's, near the Ocean Beaches, Fishing and Boating in the Bay, Kayak the Ponds and River, Go to Wine Tastings at the Vineyards, Organic Farmers Markets and Pick Organic Foods at the Farms, Close to many Hampton's Towns on the North and South Forks and... View all property information
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    Location Information
    East Quogue, Hamptons 11942
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    $1,058
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    1 / 19
    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • DVD Player
    • Air Conditioning
    • Ping Pong Table
    • Satellite TV
    • Wi-Fi
    • Stereo System
    • Private Outdoor...
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • ?
    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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    East Hampton, Hamptons 11937
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    $9,959
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    Southampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Watersports Nearby
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • TV
    • Stereo System
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Enjoy the Hamptons! in this mint condition beautifully decorated and full equipped beach house. Located in Southampton, close to the Village and Beaches, this 4 BR open floor plan cedar shingle home is on almost 1 gorgeous acre on the border of a preserve with total privacy. Enjoy a first floor... View all property information
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    Location Information
    Southampton, Hamptons 11968
    From
    $647
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    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Dryer
    • Washer
    • Central Heating
    • Private Outdoor...
    • Satellite TV
    • Internet Access
    • DVD Player
    • Water Views
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    The house is clean and very modern with contemporary art hanging on the walls. The swimming pool and spa are surrounded by blue stone, lawn and geometrical stone walls. There is a grill and a garage. The rest of the property is filled with flowers, plants and trees. The master bedroom and bathroom... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    From
    $511
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    1 / 98
    Riverhead
    Studio / 1 Bathroom / Sleeps 2
    Overview Make Enquiry
    Amenities & Details
    • Wi-Fi
    • Shared Outdoor Pool...
    • Refrigerator
    • Air Conditioning
    • Shared Tennis Court
    • Cooker
    • Linens Provided
    • Satellite TV
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Main House Apt is on a 9 Acre Gated Estate, which backs up to approx. 170K acres of preserve. No neighbors for approx. miles. Your own Private Entrance, 2 Parking Spots, Tennis Court, Pool (access upon request), includes: Wifi, (no streaming), Cable/Satellite Dish, A/C, Heat, Electric. (Additional... View all property information
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    Riverhead, Hamptons 11901
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    $4,915
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    5 of 5 stars (4) Excellent
    Long Beach
    5 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Ping Pong Table
    • Ocean Views
    • Game Room
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Children's Pool
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • Smoking allowed
    • Elder access
    • x
    About this property
    WE ARE LISTED ON TWO OTHER VACATION RENTAL SITES WHERE YOU MAY VIEW OUR 19 REVIEWS ON WELL KNOWN V R B 0. C O M & H O M E A W A Y . C O M After an 8 year continuous, home renovation, a group of up to 10 can experience this remarkable 3,000 square foot perfectly situated within 2 minutes drive... View all property information
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    Location Information
    Long Beach, Long Island 11102
    5 of 5 stars Reviewed 21 July 2015
    We were 8 adults, 2 children and 1 infant. The house is great for a 3 generational gathering as well as for mature adults, and families. It is well laid out and spacious. Very...
    5 of 5 stars Reviewed 20 July 2015
    WOW! This was top to bottom a truly delightful experience. For starters, the owner/manager professionalism allowed for smooth planning and effortless organizing throughout the...
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    5 of 5 stars (4) Excellent
    Sag Harbor
    5 Bedrooms / 8 Bathrooms / Sleeps 10
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Shared Tennis Court
    • Stereo System
    • Satellite TV
    • Air Conditioning
    • Deck
    • DVD Player
    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • Smoking allowed
    • Elder access
    • x
    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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    Location Information
    Sag Harbor, Hamptons 11963
    From
    $841
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    East Hampton
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    travellers have booked this property
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    Amenities & Details
    • Wi-Fi
    • Hot Tub
    • There Are Tennis...
    • TV
    • Private Outdoor...
    • Air Conditioning
    • Watersports Nearby
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Newly renovated contemporary saltbox, flooded with light and extra large bedrooms. 2 master bedrooms measure over 15 x 20 feet. Skylights abound. Nestled in a grove in Springs, this is a delightful getaway where you can barbecue, swim, or lounge in the hammock. Close to both East Hampton... View all property information
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    Location Information
    East Hampton, Hamptons 11937
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    $10,347
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    1 / 14
    Wainscott
    4 Bedrooms / 4 Bathrooms / Sleeps 9
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Deck
    • There Are Tennis...
    • Air Conditioning
    • TV
    • Dryer
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Relax in high style in this designer decorated Hamptons Retreat. Plenty of entertaining areas, including two dens, a triple ceilinged living room, elegant dining room, and an eat-in kitchen, along with an outdoor eating patio. The house sits on one acre, beautifully landscaped with a private... View all property information
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    Location Information
    Wainscott, Hamptons 11975
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    $938
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    East Quogue
    4 Bedrooms / 4 Bathrooms / Sleeps 12
    traveller have booked this property
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    Amenities & Details
    • DVD Player
    • Private Outdoor...
    • Fireplace
    • Deck
    • Satellite TV
    • Stereo System
    • Air Conditioning
    • Dryer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    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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    Location Information
    East Quogue, Hamptons 11942
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    $1,293
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    Bridgehampton
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Stereo System
    • Air Conditioning
    • Shared Tennis Court
    • Internet Access
    • Satellite TV
    • DVD Player
    • Deck
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    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
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    Location Information
    Bridgehampton, Hamptons 11932
    From
    $582
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    1 / 16
    Greenport
    3 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • There Are Tennis...
    • Watersports Nearby
    • Children's Pool
    • Game Room
    • Central Heating
    • Wi-Fi
    • Housekeeping...
    • Ping Pong Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Historic home in Greenport Village walking distance to restaurants, water, shopping etc..bike or short drive from vineyards. Large yard with outdoor patio with BBQ and outdoor shower. 2 family home with two separate duplex units that can be rented separately or together. Perfect for family... View all property information
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    Location Information
    Greenport, North Fork 11944
    From
    $1,293
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    1 / 14
    Hampton Bays
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Hot Tub
    • Waterfront
    • Air Conditioning
    • Satellite TV
    • Internet Access
    • Water Views
    • Private Fishing...
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    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... View all property information
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    Location Information
    Hampton Bays, Hamptons 11946
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    $5,174
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    East Hampton
    3 Bedrooms / 6 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Private Outdoor...
    • Wi-Fi
    • Deck
    • DVD Player
    • Fireplace
    • Hot Tub
    • TV
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • x
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Luxury vacation home located near beaches and shopping. Beautiful roomy 3 bedrooms and 3 full baths. Jacuzzi. Spa shower. Central air-conditioning. Cathedral ceiling with sunroofs that makes the house spacious and sunny. Open kitchen area with every appliance for the person who loves to cook. And... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    From
    $1,035
    / Night
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    1 / 14
    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Washer
    • Dryer
    • Air Conditioning
    • Private Outdoor...
    • Fireplace
    • Satellite TV
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    • ?
    About this property
    Secure, Private Home on an Estate Lot, over 1/4 mile from nearest Roads. Heated Pool Barn Style Home. Great for entertaining with large patios and multiple outside dining areas. Rates LD toMD $ 60,000 July $ 25,000 August $ 35,000 July to LD $ 50,000 Extended LD to September 30, 2015 $ 10,000... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    From
    $1,423
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    5 of 5 stars (3) Excellent
    Long Beach
    5 Bedrooms / 4 Bathrooms / Sleeps 11
    travellers have booked this property
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    Amenities & Details
    • Internet Access
    • Water Views
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Air Conditioning
    • DVD Player
    • Pool Table
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • ?
    • Smoking allowed
    • Elder access
    • x
    About this property
    Large luxury air conditioned home located on Reynolds channel. Fish off the dock ,bring your boat and moor it in the yard or just enjoy the heated pool, short walk to town and beach. Take the train into NYC in less than an hour. Indoor and outdoor fireplace. 4 bedrooms and 3 bathrooms on the... View all property information
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    Location Information
    Long Beach, Long Island 11561
    5 of 5 stars Reviewed 25 February 2015
    We saw the house before we rented so there were no surprises except the extra little items provided. Our family has rented often before and items like condiments, towels, bed...
    5 of 5 stars Reviewed 15 July 2014
    What a beautiful home and how amazing Debbie is! She stayed around to give us a tour of the house which I am glad she did because there was so much to offer. She really made this...
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    $744
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    5 of 5 stars (5) Excellent
    Montauk
    6 Bedrooms / 4 Bathrooms / Sleeps 14
    travellers have booked this property
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    Amenities & Details
    • Private Outdoor...
    • Internet Access
    • Shared Tennis Court
    • Satellite TV
    • Air Conditioning
    • Deck
    • Fireplace
    • DVD Player
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • ?
    About this property
    *** Please see Summer 2015 (May - October) availability, minimum stay requirements and pricing information at the end of this listing before contacting *** Thinking of spending time in Montauk? Great idea! Enjoy all the East End has to offer from the comfort of a huge, newly renovated 6BR house... View all property information
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    Location Information
    Montauk, Hamptons 11954
    5 of 5 stars Reviewed 6 December 2014
    We rented this house for a week because our son was being married in Montauk. It was perfect for our needs. We were able to accommodate extended family members with enough space...
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    $970
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    East Hampton
    3 Bedrooms / 3 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Make Enquiry
    Amenities & Details
    • Deck
    • Private Outdoor...
    • Washer
    • Wi-Fi
    • Dryer
    • Satellite TV
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Newly renovated contemporary home sits on 1 acre up on a hill across the street from rolling fields at the edge of the Village. The open layout of the home affords large living space complete with a great room with wood burning fireplace, an open kitchen and dining area. On the bottom level, 3... View all property information
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    Location Information
    East Hampton, Hamptons 11937
    From
    $1,552
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    Sag Harbor
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Enquiry
    Amenities & Details
    • Fireplace
    • Air Conditioning
    • Private Outdoor...
    • Watersports Nearby
    • Deck
    • TV
    • Wi-Fi
    • Washer
    Suitability
    • Pet-friendly
    • Wheelchair access
    • Child-friendly
    • ?
    • x
    • ?
    • Smoking allowed
    • Elder access
    • x
    • x
    About this property
    Privately situated on a park-like landscaped grounds, this classic 2 story French cottage was completely renovated for modern comfort and indoor/outdoor summer entertainment. This delightful house features an open-plan living room with fireplace, dining room, a gourmet kitchen with stainless... View all property information
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    Location Information
    Sag Harbor, Hamptons 11963