Park City. Is it ski season yet? #RidiculousRent

3623 Oakwood Ct, Park City (

Obviously I have a passion for a lot of different cities. Park City has a special place in my heart because I lived there for a while in college. Needless to say, it has changed a lot since the mid-nineties, but I always enjoy going back.

I found a nice rental in The Oaks subdivision of Park City which sits between Deer Valley and Park City Mountain; a really nice location. With 6 bedrooms, 6 baths, and 7,000 square feet for $8,000 per month, this home is far from our most ridiculous rental home we’ve ever explored. Nevertheless it qualifies for Ridiculous Rent!

Enjoy the details on Zillow here:

Beach living on Oahu. #RidiculousRent

84-197 Makau Street ( have recently been inspired by the HGTV show, Hawaii Life, and have since been in a Hawaiian state of mind. It is fun to dream of living and raising a family in such a paradise! Maybe one day……maybe. (although, truth be told, you will actually find me in Tuscany if my lottery ticket is ever announced)

In Hawaii, on Oahu to be exact, I discovered quite a nice place for your beach living dreams. 6 bedrooms and 3 baths with 3,500 square feet of remodeled beach front living for $19,500 per month.

Enjoy the details on Zillow here:

My favorite place on earth. #RidiculousRent

Villa Alba ( you have been following Ridiculous Rent for any time now, you may notice I really enjoy curating these incredible properties. Recently we have turned our attention overseas, thus opening up some really fascinating homes for us to explore. Today, we go to my father’s homeland in Italy. Honestly, my favorite place on earth. There are tons of homes to choose from but I thought I would pick this one because of its location, decor, views, and……I could go on and on. Villa Alba is a 3 bedroom, 3.5 bathroom stone farmhouse in Montalcino, in the heart of Tuscany. Our Ridiculous Rent home rents for between $3,500-$5,500 per NIGHT. Let’s play with the math and rent this for one year at an average price of $4,500. That is $1,602,000 per year or $133,500 per month. Neither words nor pictures can adequately describe or illustrate the beauty of this region. Perhaps this home is a little too expensive to stay a month or so, but I still suggest you visit the area. You will not regret it. Enjoy this home’s details on Luxury Retreats here:

Wintering in Wellington, my dear. #RidiculousRent

14397 Equestrian Way ( you like horses and follow the equestrian scene then you may know about Wellington, Florida.

Originally the world’s largest strawberry patch, Wellington was simply a swampland located about 20 minutes west of Palm Beach. Somehow, someway this swampland developed into the (no, THE) global epicenter for equestrian pursuits. For several winter months of every year you will find a gathering of the wealthiest people on the earth riding and showing off the most expensive horses you can imagine. It is spectacular, surreal scene.

Horses need homes too, so when you winter in Wellington, you cannot stay at the local Motel 8 and leave your million dollar steed in your trailer. You need to rent a farm. A nice farm. We found one for you!

Your staff (yes, your staff) only gets 2 bedrooms and 2 baths with 1,500 square feet, but your horses get 10 stalls and 6 acres to frolic to their hearts’ content! The cost of this luxury? $120,000 per month. Feel free to bring you cats and dogs!

Enjoy details on Zillow here:

Say yes to A La Mer. #RidiculousRent

A La Mer (

Do you like the Caribbean? I do. And I truly love the beauty of St. John. It is amazingly beautiful and relatively unspoiled, offering a quiet place to get away with your friends and/or family – perfect for your luxury vacation! Today I was in the mood for a vacation, so I thought we should explore ridiculous rental vacation homes. I think we found a keeper!

Today’s dream home is honestly more of a compound. A nine room compound. A La Mer consists of nine rooms perched directly on Cruz Bay with a private beach and what they claim to be the biggest pool on the island. This home rents nightly between $4,786 and $6,857 per night (yes, per night). Let’s have fun with this and calculate what the potential rent would be for 356 nights at an average of $5,821.50. Are you ready to pay $2,072,454 per year or $172,704.50 per month for this home? That’s why it is on RidiculousRent.

Start saving and have enjoy a look at this home on Luxury Retreats, here:

To buy or not to buy.

Rental Investment Homes

After last week’s “To rent or not to rent” post, I figured I should consider the other side of the equation, researching to buy a prospective investment property. In short, “To buy or not to buy?” Let’s discuss a few factors when considering to buy a property as a rental investment:

  • Motivation. Am I buying this for equity or cash flow? Obviously we all would like to have both, cash flow and appreciation, however, most investments tend to lean one way more than the other. I personally prefer focusing on cash flow so when I am looking at rental homes to potentially acquire, I am considering the potential rents versus the price of the house (known as Cap Rate in the industry). However, if my motivation were to capture equity, I am looking at the home’s potential for future appreciation. In my opinion, this approach takes more focus and timing – you need to be in the right place at the right time to “buy it right.” The point here is that it’s important to match your motivations to the property you are looking to acquire.
  • The market. Knowing the market is critical. I don’t mean the national macroeconomic market; I mean the nuances of the market at the street level. This is tough for most people because it sometimes requires feet on the street talking with people, understanding past trends and future directions. How can you scale this? Scaling is very difficult. I only have time to pay attention to a couple of markets at any given time. I look at census data for the immediate area and like to look at historical trends: area rental units, area rental rates (per bedroom), home prices, demographics, local schools, and more.
  • The work. I have a real estate friend that always reminds me, “Landlording is a young man’s game.” I don’t really agree with him, but I acknowledge it requires a lot of work, often dirty work. When evaluating a house for investment, I recommend you find a trusted home inspector who will take time to walk you through his findings rather than simply slapping together a report. When an inspector personally walks you through his findings, you can get an honest sense of the required work and how much it might cost to repair issues…..and trust me, inspectors find issues. The parts I pay the most attention to are structural, mold or water issues, roofs, electrical, plumbing, and HVAC. These issues are costly and can help you understand what your total initial investment really looks like.
  • The financials. While in college I took a RE Investment Strategy course (circa 1996) and developed a spreadsheet for investment analysis. Needless to say, the spreadsheet has evolved but it remains my gold standard. I try to dig deep into my estimates for potential vacancies, operating expenses, replacement reserves, and more. All these values help me picture before tax cash flows, after tax cash flows, internal rate of return, net present value, and more. All of this helps me determine if a given property might be worth my time and money. I recommend you develop something similar when considering an investment, even if your first analysis starts on a napkin. The devil is in the details! If you care to get into the nuts and bolts of financial analysis, click HERE.
  • The financing. It doesn’t matter what you think about the property’s investment potential if you cannot afford to buy it or get financing to buy it. Institutional money or private money, there are a multitude of ways to structure a deal and it sometimes takes a bit of creativity; in my opinion, this is the most challenging part because so many factors are beyond your control. My best advice is to have a local banker that understands the market as well as you – if they understand your motivations and believe in the property’s potential, they might be willing to work with you even if others say no. I found a nice, simple blog post on financing rental properties on Zillow HERE.

There are too many considerations to fully document them in a single blog post, but I think this hits on the five main points to consider. What am I missing? What do you consider when evaluating investment properties?

RenterUp team takes the plunge. Our ALS Ice Bucket Challenge

Eric Tipton, our fearless CTO, challenged his RenterUp team, Sam Griffiths and David Favero, to the ALS Ice Bucket Challenge. We have all three donated to ALS and now pass the challenge on to the team from to reciprocate.

The RenterUp team is taking this seriously….and personally. We hope you will consider to donate as well. Please donate directly on ALS’s website here:

Below we’d like to share a little about ALS (Lou Gehrig’s Disease):

Amyotrophic lateral sclerosis (ALS), also known as Lou Gehrig’s disease, is a rapidly progressive and fatal neurological disease that attacks the nerve cells and causes loss of muscle control. When motor neurons can no longer send impulses to the muscles due to ALS, the muscles begin to waste away (atrophy), causing increased muscle weakness. Eventually, most muscles are affected, including those of the legs, feet, arms and hands, and those that control swallowing and breathing, resulting in death within 3 to 5 years from diagnosis. Because ALS affects only motor neurons, the disease does not impair a person’s mind, personality, intelligence, or memory, nor does it affect a person’s ability to see, smell, taste, hear, or recognize touch.

There are no known causes of ALS, and no known cure. Researchers have studied environmental factors, dietary deficiencies, and traumas, but to date, there is insufficient evidence to identify any one cause of ALS. In recent years, there has been a wealth of new scientific understanding regarding the physiology of this disease, but more research is required if we are to find treatments and a cure for ALS.

ALS is not a rare disease. Today, 30,000 Americans have ALS, and 8,000 new cases are diagnosed each year. Use the resources below to learn what you can do to support ALS research and to help find a cure for this most debilitating of diseases.

Again, we hope you will donate today.

Stuck in California #RidiculousRent

Santa Barbara (credit:

I cannot seem to get out of California for #RidiculousRent. Too easy to find homes there, I guess.

Today’s home is in beautiful Santa Barbara with 4 bedrooms, 3 baths, and 3,600 square feet. Have a look at the details of this beautiful home on Zillow here:

You might be a millionaire if… #RidiculousRent


9353 Nightingale Drive (credit


It’s quite possible I am having too much fun with this #RidiculousRent thing (I just noticed I had posted this same house last week). That should tell you how enamored with it I am! I think they released new pictures since last week because I was shocked by what I saw.

So, if you are a millionaire and want to live like a billionaire, you might consider renting this 4 bedroom home overlooking Los Angeles for $75,000 per month.

The contemporary details of this home are jaw-dropping; I hope you will have a look on Zillow here:

What do you think?

First Class in Atlanta. #RidiculousRent


West Paces Ferry Road, Atlanta (credit: new is for rent in Atlanta! By now you may have noticed I prefer contemporary homes and today’s #RidiculousRent home is no different.

I cannot say I recognize this home from my frequent jaunts along West Paces Ferry Road in the Buckhead area of Atlanta, but this home pleasantly surprised me. We found this nice 6 bedroom home with over 9,000 square feet for $14,750 per month. As I understand the Zillow ad, you can actually rent the home for $3,000 per month if you can have your furniture approved. College kids need not apply!

Enjoy the details on Zillow here: