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Holiday Rentals and Villas in Southampton, NY

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    £319
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    1 / 23
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    £1,177
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    1 / 11
    Villa - 
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    £2,509
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    5 of 5 stars (1) Excellent
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    £841
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    1 / 52
    House Rental - 
    6 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Air Conditioning
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    • Pets allowed
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    About this property
    25 year age limit...please don't inquire if you do not meet the age requirements, you will be wasting your time and ours. This luxurious Southampton estate is set on a large private plot of land. With close proximity to Southampton village and world famous Coopers beach, the location of this... View all property information
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    £841
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    1 / 23
    House Rental - 
    7 Bedrooms / 7 Bathrooms / Sleeps 14
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    About this property
    25 year age limit...please don't inquire if you do not meet the age requirements, you will be wasting your time and ours. This estate has 7 bedrooms and 6.5 bathrooms, all bathrooms are marble with high-end fixtures. All bedrooms have 32 inch HDTV's. Boasting 2 living rooms - 1 on the main floor... View all property information
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    £5,650
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    1 / 25
    House Rental - 
    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • Air Conditioning
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
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    • Pets allowed
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    • Suitable for children
    • x
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    • ?
    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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    £4,708
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    1 / 13
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
    • x
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    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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    £84
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    1 / 34
    5 of 5 stars (1) Excellent
    Cottage - 
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    • Air Conditioning
    • Grill
    • Housekeeping...
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • ?
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    About this property
    ***THIS PROPERTY IS AVAILABLE FOR A WINTER RENTAL STARTING OCT. 1 2014 TO APRIL 30 2015 PLEASE INQUIRE. Cute well decorated cottage in the North Sea area of Southampton. North Sea is a historic area of Southampton, NY. The cottage is located just behind one of Long Island's largest bodies of... View all property information
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    5 of 5 stars Reviewed 16 July 2014
    Wonderful cottage in a great location. Short trip to town, the beach and restaurants all around. I can't wait to come back. Property was very easy to book and the overall...
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    £222
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    1 / 12
    Cottage - 
    4 Bedrooms / 4 Bathrooms / Sleeps 7
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Charming century-old wood-frame and shingled cottage located in a former artists' colony in Southampton, NY, close to beaches, shopping and sight-seeing. Has been well-maintained and steadily upgraded to respond to modern expectations. Tenants may bring a dog. I am looking for seasonal or monthly... View all property information
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    £2,690
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    1 / 9
    House Rental - 
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Southampton, Luxury 4 Bed 2 Bath home with pool, minutes to everything! New 25 x 50 Salt Generated Pool, no maintenance and much easier on the eyes! 3 Minutes to Private Beach! Free Parking, NO Beach Passes needed! This 4 bedroom, 2 bath home is nestled on 1.5 acres which abuts a 10 acre... View all property information
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    £673
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    1 / 24
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Four bedroom.three bathroom house with heated pool on a wooded acre in Southampton. Granite kitchen, deck with grill, peaceful gardens and woodland views, very close to the village, ocean and bay. Previously rented by national magazine. View all property information
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    £538
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    1 / 22
    House Rental - 
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Stunning four bedroom home on one plus park-like acre 5 minutes from Southampton and ocean beaches, This home has never been rented before. It boasts an oversized heated gunite pool, spa and cooks kitchen. Make your self at home outside by the pool or on one of the upper decks. Amenities... View all property information
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    £336
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    1 / 43
    5 of 5 stars (6) Excellent
    House Rental - 
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
    Overview Reviews (6) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Located in Southampton's largest natural area - Big Fresh Pond. Treat yourself with abundance of nature, tranquility and available activities! 8000 sqft total of private space including 4000 sqft of private peaceful lakefront with dock and kayaks, 2000 sqft of indoor space and 2000 sqft of private... View all property information
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    4 of 5 stars Reviewed 5 August 2012
    We stayed with three other couples after a week in NYC and this was the ideal break for us. The house is perfectly located just a 5/10 minute drive from Southampton centre. At...
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    £336
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    1 / 44
    5 of 5 stars (7) Excellent
    House Rental - 
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Located in Southampton's largest natural area - Big Fresh Pond. Treat yourself with abundance of nature, tranquility and available activities! 8000 sqft total of private space including 4000 sqft of private peaceful lakefront with dock and kayaks, 2000 sqft of indoor space and 2000 sqft of private... View all property information
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    5 of 5 stars Reviewed 10 June 2014
    Pavel was a wonderful host and gave us all the right tips to enjoy the area. The lake(one minute away walk) is wonderful(to swim /kayak or just hang out) and the house is also...
    5 of 5 stars Reviewed 9 June 2014
    We booked this quite last minute but it was all that we hoped for. Owner gave us some great tips on things to do in the area as well -
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    £639
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    1 / 22
    House Rental - 
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
    • x
    • ?
    About this property
    Contemporary designer home for the well seasoned traveler. Enjoy a gourmet kitchen while your guests relax by the fireplace in the open dining area, in the large comfy entertainment room, or on the wood deck custom dining area for more than 10 people. Designer renovated split-level home offers 4... View all property information
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    £336
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    1 / 17
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    A very private and charming getaway minutes from the the ocean, the bay, and Southampton Village shopping and activities. Also centrally located to the other Hamptons villages and a ferry ride away to Shelter Island and the North Fork, our home is the perfect base from which to explore the beauty... View all property information
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    £3,136
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    1 / 24
    Townhouse - 
    4 Bedrooms / 9 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Housekeeping...
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • 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
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    £404
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    1 / 2
    House Rental - 
    3 Bedrooms / 2 Bathrooms / Sleeps 5
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    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    Farmhouse style house in the Village of Southampton within walking distance to train station, railway station, downtown, and bicycle to the beach. House has 2 1/2 bedrooms, 2 1/2 baths, heated swimming pool. NO GROUP Rentals single family only!!!!!!!!!! House only available for a monthly rental... View all property information
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    £330
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    1 / 24
    House Rental - 
    6 Bedrooms / 4 Bathrooms / Sleeps 15
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    Amenities & Details
    • Balcony
    • Dishwasher
    • Dryer
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Ping Pong Table
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    Southampton estate with sprawling 3 acre property overlooking the bay is home to this totally renovated 1886 rambling 5,000 SF Historic home. Pottery Barn chic sparks images of family-style living spaces that are well-coordinated and comfortable. Our home's decor is styled after a Restoration... View all property information
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    £817
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    1 / 55
    5 of 5 stars (7) Excellent
    Villa - 
    7 Bedrooms / 5 Bathrooms / Sleeps 18
    Overview Reviews (7) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    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
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    5 of 5 stars Reviewed 15 January 2015
    This is a great location for families. Kayaks are available to rent nearby so you can explore the bay shore. You can fish from nearby docks or directly from the backyard and...
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    £336
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    1 / 25
    5 of 5 stars (4) Excellent
    House Rental - 
    6 Bedrooms / 3 Bathrooms / Sleeps 12
    Overview Reviews (4) Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton Home. Visit Southampton town village and shops Great restaurants only 3 min away. Centrally located!THE BEACH IS 1 mile away & Coopers beach is 6 min away . Available for weekly stays in season and 2 night min off season. The house... View all property information
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    5 of 5 stars Reviewed 21 September 2014
    Everything about renting this property was easy and everything was as expected. The house is beautiful, clean and very well maintained. The layout is great and all the rooms are...
    5 of 5 stars Reviewed 2 October 2012
    We stayed here for my sister's bachelorette for a weekend getaway in October. 13 girls were able to stay very comfortably. The space was perfect for us (comfortable. spacious...
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    £101
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    1 / 3
    House Rental - 
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    SUCH A BEAUTIFUL LOCATION ! Come stay at our Beautiful Southampton guest house suite. Getaway and visit Southampton towns and shops Great restaurants. Centrally located near vineyards,minutes drive to Southampton town and Coopers beach, the bay beach is 2 minutes away, you can walk it about 1 mile.... View all property information
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    £1,211
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    1 / 7
    Villa - 
    6 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    • Sauna
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    waterfront villa estate with;everything!!!!! Beds: 3 King Beds, 2 Queen Beds, 1 Double Bed, 2 Sofa Beds, 1 Crib View all property information
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    £269
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    1 / 24
    House Rental - 
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Fishing...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    'This home is perfectly located in Southampton. It is a 4 Bedroom and it sleeps 10 people. The house is perfectly located in the heart of the Hamptons and has a large yard that is private and just beautiful. There is a nice HUGE built in Jacuzzi & Heated Pool in the yard for you to enjoy as well as... View all property information
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    £12,107
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    1 / 7
    House Rental - 
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Grill
    • Internet Access
    • Safe
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    BEAUTIFUL SUMMER VACATION HOME RIGHT ON SHINNECOCK BAY!!!! PLEASE KNOW WE ARE ONLY INTERESTED IN RENTING THE HOUSE FOR THE ENTIRE SUMMER. MEMORIAL DAY WEEKEND THROUGH LABOR DAY WEEKEND. Come experience the Hamptons in this amazing, post-modern style house. CLOSE TO MANY BEACHES.!!! Featuring 4... View all property information
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    £3,136
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    1 / 7
    House Rental - 
    5 Bedrooms / 10 Bathrooms / Sleeps 16
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    You can rent this weekly, bi-weekly or full summer season. Summer 2015 weekly rentals start at $7000/week for any weeks in June, $8750/week for any weeks in July and $9200/week for any weeks in August. You can rent for as little as a week in the summer season or monthly or seasonal. In the... View all property information
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    £8,407
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    1 / 18
    House Rental - 
    4 Bedrooms / 10 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    THIS SOUTHAMPTON HOME OFFERS PRIVACY, LUXURY ,SERENITY AND IS EXQUISITELY DECORATED ,THIS RENTAL HAS EVERYTHING ONE WOULD ASK FOR AS THE OWNER.I LIVE THERE PART TIME AS WELL AND HAVE GIVEN THE UTMOST ATTENTION TO EVERY DETAIL IN THE HOUSE FOR ONES COMFORTS THIS HOUSE HAS 4 BEDROOM TWO OF WHICH ARE... View all property information
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