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Holiday Homes and Apartments Southampton, NY

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    Travellers to Southampton are booking June dates now. Secure your holiday rental today, and have the perfect trip.
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    $252
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    1 / 34
    5 of 5 stars (1) Excellent
    Studio / 1 Bathroom / Sleeps 4
    travellers have booked this property
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    $8,283
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    1 / 16
    5 of 5 stars (1) Excellent
    3 Bedrooms / 2 Bathrooms / Sleeps 7
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    $1,548
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    1 / 55
    5 of 5 stars (7) Excellent
    7 Bedrooms / 5 Bathrooms / Sleeps 18
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    $637
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    1 / 25
    5 of 5 stars (4) Excellent
    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
    • ?
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    • Wheelchair access
    • Elder access
    • ?
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    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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    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 22 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 3 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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    1 / 43
    5 of 5 stars (6) Excellent
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    traveller have booked this property
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
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    • 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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    Location Information
    Southampton, Hamptons 11968
    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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    1 / 44
    5 of 5 stars (7) Excellent
    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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    Location Information
    Southampton, Hamptons 11968
    5 of 5 stars Reviewed 11 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 10 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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    $1,402
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    1 / 20
    4 Bedrooms / 6 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Children's Pool
    • Grill
    • Safe
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Wheelchair access
    • Elder access
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    About this property
    Southampton House Rental Photos and Description 4 Bedrooms, 3 Bathrooms, Sleeps 10 Newly acquired first time offering, completely renovated designer's home. Minutes to all Southampton's ocean beaches, . Backing onto a preserve, it is 3 miles to the ocean beaches and a mile from the village of... View all property information
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    Location Information
    Southampton, Hamptons 11968
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    $637
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    1 / 21
    3 Bedrooms / 3 Bathrooms / Sleeps 12
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    • Air Conditioning
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
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    About this property
    This 3 bedroom, 2.5 bath beach house is tucked away in an seclusive private lot with large security-enabled gates for total privacy. The house is spacious with lots of windows to let in the sun. The bedrooms are large and spacious. Nice backyard with plenty of room for activities. BBQ cooking area... View all property information
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    Location Information
    Southampton, Hamptons 11968
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    $2,549
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    1 / 6
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    4 Bedroom, 2 Bath House in Southampton Located on a Semi private lot south of the highway. Interior of the house has hardwood floors throughout and main living area has an open design with double high ceilings and large skylight. First floor living area includes 3 bedrooms, bathroom, kitchen area... View all property information
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    Location Information
    Southampton, Hamptons 11968
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    $605
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    1 / 31
    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Gym
    • Housekeeping...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
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    About this property
    Southampton Designer's Escape The Space Lots of large windows and glass doors make this home bright and warm all year long. Art adorned walls and colorful original textile designs by the artist/designer are throughout. The layout is great for entertaining and relaxing. Both open and private,... View all property information
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    Location Information
    Southampton, Hamptons 11968
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    $421
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    1 / 12
    4 Bedrooms / 4 Bathrooms / Sleeps 7
    Overview Make Enquiry
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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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    Location Information
    Southampton, Hamptons 06880
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    $637
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    1 / 17
    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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    Location Information
    Southampton, Hamptons 11968
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    $765
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    1 / 2
    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
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    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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    Location Information
    Southampton, Hamptons 11968
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    $8,920
    / Week
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    1 / 13
    4 Bedrooms / 3 Bathrooms / Sleeps 8
    Overview Make Enquiry
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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
    • Wheelchair access
    • 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
    $11,469
    / Week
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    1 / 7
    5 Bedrooms / 10 Bathrooms / Sleeps 16
    Overview Make Enquiry
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    • 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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    Location Information
    Southampton, Hamptons 11968
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    $1,211
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    1 / 22
    4 Bedrooms / 4 Bathrooms / Sleeps 8
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Housekeeping...
    • Internet Access
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    ** HOUSE CANNOT BE USED FOR FILM SHOOTS OR UNRELATED GROUPS OF PEOPLE OF MORE THAN TWO COUPLES. THIS IS NOT A PARTY HOUSE. PLEASE DO NOT REQUEST THIS HOME IF YOUR PURPOSE IS PARTYING WITH A LARGE GROUP OF PEOPLE. WE PREFER FAMILIES WITH CHILDREN.* Contemporary designer home for the well seasoned... View all property information
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    Location Information
    Southampton, Hamptons 10038
    From
    $3,186
    / Night
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    1 / 13
    4 Bedrooms / 10 Bathrooms / Sleeps 10
    Overview Make Enquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Grill
    • Hot Tub
    • Ocean Views
    • Private Outdoor...
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • 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
    From
    $1,529
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    1 / 25
    6 Bedrooms / 5 Bathrooms / Sleeps 12
    travellers have booked this property
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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
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    $22,937
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    1 / 7
    4 Bedrooms / 2 Bathrooms / Sleeps 8
    Overview Make Enquiry
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    • 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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    Location Information
    Southampton, Hamptons 11968
    From
    $5,097
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    1 / 9
    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
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    • 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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    Location Information
    Southampton, Hamptons 11968
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    $15,929
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    1 / 18
    4 Bedrooms / 10 Bathrooms / Sleeps 8
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    • Air Conditioning
    • Balcony
    • Grill
    • Wi-Fi
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
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    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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    Location Information
    Southampton, Hamptons 11968
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    $1,593
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    1 / 52
    6 Bedrooms / 7 Bathrooms / Sleeps 14
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    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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    Southampton, Hamptons 11968
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    $1,593
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    1 / 23
    7 Bedrooms / 7 Bathrooms / Sleeps 14
    traveller have booked this property
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    • Pets allowed
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    • Suitable for children
    • x
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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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    Southampton, Hamptons 11968
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    $510
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    1 / 24
    4 Bedrooms / 2 Bathrooms / Sleeps 10
    Overview Make Enquiry
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    • 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
    '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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    Southampton, Hamptons 11968
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    $2,294
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    1 / 7
    6 Bedrooms / 7 Bathrooms / Sleeps 14
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    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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    Location Information
    Southampton, Hamptons 11959
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    $5,941
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    1 / 24
    4 Bedrooms / 9 Bathrooms / Sleeps 8
    Overview Make Enquiry
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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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    Location Information
    Southampton, Hamptons 11968
    From
    $1,274
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    1 / 24
    4 Bedrooms / 3 Bathrooms / Sleeps 10
    Overview Make Enquiry
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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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    Location Information
    Southampton, Hamptons 11968
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    $223
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    1 / 3
    1 Bedroom / 1 Bathroom / Sleeps 4
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Grill
    • Internet Access
    • Satellite TV
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    • 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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    Location Information
    Southampton, Hamptons 11968
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    $2,230
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    1 / 11
    6 Bedrooms / 4 Bathrooms / Sleeps 12
    Overview Make Enquiry
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    • Air Conditioning
    • Balcony
    • Dryer
    • Fireplace
    • Grill
    • Hot Tub
    • Private Outdoor...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Fabulous Bay Front Villa on a private acre in Southampton close to village & Beaches. Beautiful fountain to greet you and your guests to the water front retreat with high end finishes. Vaulted ceilings, Professionally decorated and 6 Bedrooms with 4 1/2 baths with Jetted Tubs & Steam Shower. All... View all property information
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    Location Information
    Southampton, Hamptons 11968