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Hamptons.com
March 20, 2015

The Who, What, When And Where Of Hamptons Rentals

14
VIEWS
Sponsored Guest Post by Gary R. DePersiaby Sponsored Guest Post by Gary R. DePersia
in Real Estate
Home Real Estate

Each year, by this time, hundreds of people have been pondering the above questions concerning rentals in the Hamptons. Should they rent? What should they rent? When should they look? And, where should they be looking? Veteran renters wrestle with this quandary every year with some direction gleaned from past seasons of experience while first timers are sometimes overwhelmed with choices and questions. But there are some easy guidelines to help with these decisions.

The Who: If you’re looking for more than a weekend in the Hamptons, then you are probably looking for a home to rent. Unlike most resort areas, the choices of hotels and large condo complex rentals are limited on the East End in comparison to the number of people looking to spend time out here. The rental of a Hamptons home affords the space, privacy, amenities and ambiance not usually found in the limited number of hotels or inns scattered throughout the Hamptons. After all, it’s really inconvenient to go skinny dipping in the pool of a bed and breakfast with your significant other while the rest of the guests look on. Looking to buy? Then taking a test drive in a house or an area for a month or a summer could be the beginning of making that bigger decision.

The What: The larger the house, the more bedrooms, the better the amenities, and the more you are likely to pay. If costs are at all a factor, then it is imperative to figure out what you actually need. If it’s just you, your wife and two children most of the time, then resist looking at houses to accommodate a much larger group just because you are planning a big party one weekend. Don’t play tennis? Then don’t look at houses with tennis courts which will reduce your options and are bound to be much more money. Want waterfront but don’t have a boat? Then why do you need a house with a dock? Figure out what you actually need before embarking on your search. If you’re only going to use the house in July and August, then there is no need to spend the extra money for June when you might be overwhelmed with graduations, weddings or other June related activities. Ever think of an off-season rental? There are many options from mid-September through mid-May that are available at a fraction of the price of the summer season rates.

The When: When to start looking at rentals becomes a fine art for many veteran renters and should be for the “newbies” as well. There are many people who know where they want to rent and when they want to be there. For them, securing just the right house is much more important than saving money later on when landlords are more negotiable as the pool of renters starts to dwindle. Some of these savvy renters will start at the end of the previous summer season or during the fall to secure exactly what they want, knowing they will pay a fuller price. However, if you are flexible in your location, house choices, and amenities, then you might want to wait until later when landlords start to entertain lower offers. In addition, new options will appear on the market for shorter time frames as landlords hope to capture a broader range of people looking for partial season rentals.

The Where: If all of your friends are in East Hampton and your kids go to camp there, don’t look in Southampton which will add an hour of commuting each day and longer drives to see friends at night. If the focus of your weekends is not the beach, then it shouldn’t matter if you’re south of the highway or not. Why pay south of the highway prices if you want to hang out at your pool and tennis court all day with only occasional dips in the ocean?

Note to Landlords: First of all de-clutter. People have their own clutter at home and don’t want to deal with yours. If you have a bedroom that you use as an occasional office or den, return it to a true bedroom, if that’s not too difficult, as you get a larger pool of renters looking for more bedrooms and thus more money than you do for a cute den or office. And people… get rid of those boxy, 1980’s TVs. A good size flat screen in a living room or family room plus one in the master with smaller flat screens in the rest of the bedrooms goes a long way to attracting renters. When was the last time you checked into a decent hotel without one? Exactly!

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Film and Television Line Producer and Springs resident Jonathan Shoemaker brings his talents to the East End with his theater company, The Accabonac Theater Project. Its inaugural production, This Land Is Your Land, will run January 30 through January 31 at 7pm with a 5pm show on February 1 at Hoie Hall at St. Luke’s Episcopal Church in East Hampton. The production features a trio of short plays titled “General Store,” “Baker Sale,” and “Mystery Art.”

INTERVIEW: Jonathan Shoemaker on the Accabonac Theater Project, This Land Is Your Land, and Life in Springs

Film and Television Line Producer and Springs resident Jonathan Shoemaker brings his talents to the East End with his theater company, The Accabonac Theater Project. Its inaugural production, This Land Is Your Land, will run January 30 through January 31 at 7pm with a 5pm show on February 1 at Hoie Hall at St. Luke’s Episcopal Church in East Hampton. The production features a trio of short plays titled “General Store,” “Baker Sale,” and “Mystery Art.”

Read more
When Jesse Bongiovi launched Hampton Water Wine Co. with his dad, Jon Bon Jovi, in 2018, he helped redefine what modern rosé could look and feel like—sun-soaked, effortless, and rooted in moments shared with the people you love.

Now, with the growth of Lily Pond Group, he’s expanding that vision far beyond the bottle. Influenced by years spent in the Hamptons’ uniquely relaxed and refined culture, Jesse’s approach to brand-building is all about capturing a feeling: the blend of ease, taste, and connection that defines a perfect summer day out East.

From Rosé to a Lifestyle Collective: Jesse Bongiovi on Building Lily Pond Group

When Jesse Bongiovi launched Hampton Water Wine Co. with his dad, Jon Bon Jovi, in 2018, he helped redefine what modern rosé could look and feel like—sun-soaked, effortless, and rooted in moments shared with the people you love.

Now, with the growth of Lily Pond Group, he’s expanding that vision far beyond the bottle. Influenced by years spent in the Hamptons’ uniquely relaxed and refined culture, Jesse’s approach to brand-building is all about capturing a feeling: the blend of ease, taste, and connection that defines a perfect summer day out East.

Read more
Amber Waves Farm has become one of the East End’s most beloved gathering places—a thriving mix of working farmland, educational resources, community space, and local food destination rooted in purpose. The farm and market are located at 367 Main Street, Amagansett and open daily.

Cultivating Connection on the East End: A Conversation with the Founders of Amber Waves Farm

Amber Waves Farm has become one of the East End’s most beloved gathering places—a thriving mix of working farmland, educational resources, community space, and local food destination rooted in purpose. The farm and market are located at 367 Main Street, Amagansett and open daily.

Read more

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Events

      I Do! I Do! at Hampton Theatre Company
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Spring Awakening: Toast To The End Of Winter With These Seven Spring-Themed Cocktails

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  • One of the most iconic homes in East Hampton Village, a beautifully restored Queen Anne Victorian at 30 Huntting Lane, is now Sold & Closed.⁠
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Exclusively represented by Romaine Gordon of Saunders & Associates, the property went into contract following Gordon’s appointment as the exclusive agent (last listed at $6.395 M), underscoring the effectiveness of her disciplined representation, market positioning, and professional execution.⁠
⁠
Built in 1896 by the Huntting family (and namesake of Huntting Lane), the home carries rare Village provenance, with its original character preserved and its history newly illuminated through photographs uncovered during the restoration, revealing connections to prominent American families including the Beales and Bouviers.⁠
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@romainehamptons⁠
@hamptonsrealestate⁠
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⁠
Read the full article at Hamptons.com (Link in Bio)⁠
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#hamptonsrealestate #easthamptons #saunders
  • Check out the Top Hamptons Events This Weekend!⁠
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🎬 HamptonsFilm X Guild Hall: Winter Classic Series – “Paths of Glory”⁠
📅 Friday, March 13⁠
⏰ 7 PM⁠
📍 Guild Hall – East Hampton⁠
HamptonsFilm and Guild Hall’s Winter Classic Series returns with HamptonsFilm Co-Chair Alec Baldwin and Chief Creative Officer David Nugent presenting Stanley Kubrick’s 1957 epic Paths of Glory, starring Kirk Douglas.⁠
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☘️ Westhampton Beach St. Patrick’s Day Parade⁠
📅 Saturday, March 14⁠
⏰ 12 PM – 3 PM⁠
📍 Main Street – Westhampton Beach⁠
Celebrate St. Patrick’s Day with the whole community!⁠
⁠
🍀 St. Patrick’s Day at the Sunset Social Club⁠
📅 Saturday, March 14⁠
⏰ 2 PM⁠
📍 Sunset Theater – Westhampton Beach⁠
Keep the celebration going with Irish coffee and perfectly poured Guinness.⁠
⁠
🛍 Sag Saturday⁠
📅 Saturday, March 14⁠
⏰ All Day⁠
📍 Sag Harbor Village⁠
A celebration of culture, cuisine, community, and shopping in the heart of Sag Harbor.⁠
⁠
🥾 Barcelona Neck Preserve Hike⁠
📅 Saturday, March 14⁠
⏰ 10 AM – 12 PM⁠
📍 Sag Harbor Golf Course – Sag Harbor⁠
A scenic hike featuring views of Cedar Point Lighthouse and the surrounding natural beauty.⁠
⁠
🧘 A Morning of Mindfulness & Stillness⁠
📅 Saturday, March 14⁠
⏰ 11 AM – 12 PM⁠
📍 Dragon Hemp Apothecary – Sag Harbor⁠
A meditative morning guided by Reiki Master Marissa Kerwin with products designed to support relaxation and clarity.⁠
⁠
🎥 The Oscars: Live from Sag Harbor⁠
📅 Sunday, March 15⁠
⏰ 5:30 PM – 10 PM⁠
📍 Sag Harbor Cinema⁠
Walk the red carpet, vote in the Oscars ballot, and compete for best dressed. VIP tickets include cocktails and canapés.⁠
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🦭 Seal Cruise in Southampton⁠
📅 Sunday, March 15⁠
⏰ 12 PM – 2 PM⁠
📍 Stony Brook Marine Station – Southampton⁠
Join a CRESLI scientist for a two-hour expedition observing seals in Shinnecock Bay.⁠
⁠
🎷 Generations of Jazz: Women in Modern Jazz⁠
📅 Sunday, March 15⁠
⏰ 2 PM – 3:30 PM⁠
📍 St. Ann’s Episcopal Church – Bridgehampton⁠
A multi-generational ensemble celebrating the power of female voices in modern jazz.⁠
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#hamptons #stpatricksday #weekend⁠
  • The Center for Family Services Palm Beach County held its signature fundraiser, The Old Bags Luncheon™, at the iconic Breakers Palm Beach. Palm Beach County continues to experience a growing need for accessible mental health services, with families facing challenges such as economic hardships, trauma, and mental health disparities. The Center for Family Services serves as a beacon of hope, offering these families the resources and professional care needed to overcome adversity.⁠
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The Center’s annual signature event combines fashion, philanthropy, and social engagement, attracting some of the most influential individuals in the region to support the organization’s critical work. This year’s event sold out in record time and had a long wait list. ⁠
⁠
This year, the 2026 OBL Celebrity Speaker was Priscilla Presley – cultural icon, actress, and philanthropist who brought her singular story and passion for advocacy to The Breakers ballroom.⁠

📸: @andrewwerner 
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Read the full article at Hamptons.com (Link in Bio)⁠
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#oldbagsluncheon #palmbeach #priscillapresley #robertjames
  • Check out the Top Hamptons events This Weekend!⁠
⁠
🎨 2026 Student Exhibition Preview Day⁠
📅 Saturday, March 7 | ⏰ 11am–5pm⁠
📍 Parrish Art Museum, Water Mill⁠
Saturday is for the arts! Enjoy exhibition previews, a drop-in drumming circle, imagination play workshops, and a performance by the Southampton String Ensemble.⁠
⁠
🎻 Fiddler’s Green: A Traditional Irish Music Concert⁠
📅 Saturday, March 7 | ⏰ 1–2:30pm⁠
📍 Southampton History Museum, Southampton⁠
Fiddler’s Green brings the traditional music of Ireland to the East End.⁠
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🍀 Pot O’ Gold Catapult Workshop⁠
📅 Saturday, March 7 | ⏰ 3–6pm⁠
📍 Children’s Museum of the East End, Bridgehampton⁠
Kids can build a catapult and launch gold coins into the lucky pot.⁠
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🎸 Gene Casey and the Lone Sharks⁠
📅 Saturday, March 7 | ⏰ 8–10pm⁠
📍 Bay Street Theater, Sag Harbor⁠
Dubbed “the house band of the Hamptons,” the group brings their iconic country sound to the stage.⁠
⁠
🥣 Project MOST’s Empty Bowls⁠
📅 Sunday, March 8 | ⏰ 12–3pm⁠
📍 Amagansett American Legion Post 419⁠
Taste soups crafted by local chefs while supporting vital programs for children and families. Plus live music, a 50/50 raffle, and family fun.⁠
⁠
🎤 “Sing-Along the American Songbook” Jazz Jam⁠
📅 Sunday, March 8 | ⏰ 2–5pm⁠
📍 Southampton Cultural Center⁠
Celebrating Women’s History Month with vocalists Ludmilla Benevides and Vanessa Trouble, joined by Jane Hastay, Iris Ornig, and Carl Sarafina.⁠
⁠
🥘 Spanish Tapas & Paella Cooking Class⁠
📅 Sunday, March 8 | ⏰ 3:30–6:30pm⁠
📍 R.AIRE, Hampton Bays⁠
Cook alongside Chef Alex, enjoy wine pairings, and dine together afterward.⁠
⁠
🥾 Montauk Loop Hike⁠
📅 Saturday, March 7 | ⏰ 10am–12:30pm⁠
📍 Montauk Lighthouse⁠
Explore scenic trails and keep an eye out for harbor seals.⁠
⁠
🎬 Hoppers in IMAX⁠
📍 Southampton Playhouse⁠
Follow Mabel as her consciousness transfers into a robotic beaver and she enters the animal world.⁠
⁠
📚 BookHampton Book Club: Vigil⁠
📅 Tuesday, March 10 | ⏰ 4pm⁠
📍 LongHouse Reserve, East Hampton⁠
Join fellow readers to discuss George Saunders’ newest book.⁠
⁠
Visit Hamptons.com for more events!⁠
⁠
#weekend #hamptons #hoppers #events #books
  • Quogue Wildlife Refuge held its beloved “Light The Night” trail walk. I’ve heard through the grapevine that the annual walk is magical, peaceful, and paints the dreaded cold winter nights in a whole new light (literally).⁠
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The community braced the cold, freezing temperatures as they followed a lantern trail and entered a quaint marketplace with a Hamptons Coffee Company booth serving delicious, complimentary hot chocolate in reusable mugs, a merch booth with an impressive selection of animal stickers, beanies, pins, maps, stuffed animals, and my personal favorite, a bandana with a map of the Refuge. A must-have for any wildlife fanatic.⁠
⁠
📸: Quogue Wildlife Refuge & Dennis Maroulas & Hamptons.com⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
⁠
#quoguewildliferefuge #lightthenight #trail #community
  • As the Hamptons’ ultra-luxury sector accelerates—with sales above $20 million doubling year-over-year—an architecturally significant coastal contemporary estate has entered the market at $32 million.⁠
⁠
Located at 200 Rose Hill Road in Water Mill, the newly constructed residence spans approximately 19,000 square feet across three levels and is set on 2.29 landscaped acres overlooking a 65-acre agricultural reserve. Mecox Bay lies at the end of the street, with Atlantic Ocean beaches just moments beyond.⁠
⁠
Recently acquired by Moskow Management Trust and offered fully furnished, the gated estate is exclusively represented by Vince Horcasitas of Saunders & Associates.⁠
⁠
@vinceinthehamptons⁠
@hamptonsrealestate⁠
⁠
Read the full article at Hamptons.com (Link in Bio)⁠
.⁠
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#hamptons #realestate #luxury #watermill
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