Landlording & Rental Properties

4 Questions Every New Vacation Home Investor Should Ask Themselves Prior to Purchasing A Property

Expertise: Landlording & Rental Properties
61 Articles Written

Often times I have vacation home owners come into my office, and explain to me that their vacation home is causing their family to have financial hardship.

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Often times these investors were sold a bill of goods at a trade show or by a realtor looking to make a quick commission check. Sometimes these realtors go through the numbers and show the investor how they are going to make money every month, and this is a very safe investment.

While I do agree, that buying a home in a popular vacation community is a safe investment it is far from being risk free. We only have to look back about 7 years to find proof why many vacation home investors should be weary. Here in Orlando, there are many vacation homes, town homes, and condos that were purchased 7 or 8 years ago for more money than they could be sold for today. Ouch, seven years of no appreciation.

4 Questions Every New Vacation Home Investor Should Ask Themselves:

Here are a few questions every new vacation home investor should ask themselves before purchasing a property:

1. Are You Able to Put Down a Large Deposit?

If you are not able to put down a large deposit or pay for the property with cash, then you need to be cautious. Most lenders are really making it difficult on investors to buy a vacation home without having at least 30% or more down. If you elect to pay a higher interest rate, be very careful as this is how many vacation home owners get themselves into trouble.

Related: 5 Ways To Get Down Payment Money To Purchase Investment Properties

2. Are You Financially Stable? Are You Able to Feed the Vacation Home Every Month?

A good property manager should be able to break you even on your monthly bills, your HOA payments, your property taxes, your insurance premiums, repairs and chip in every so often on the mortgage payments. However since every market has high and low booking months, I like to caution investors to look at their mortgage payment and feel comfortable that they could pay that amount every month without much hardship on their family finances. If you cannot do this then I would suggest looking for a less expensive investment or wait until you can put more money down.

3. Do You Have Extra Time Which You Could Devote To Your Vacation Home?

A lot of investors I know come down to their house every year and do a lot of preventative maintenance and upgrades themselves. This saves them a lot of money. Another way investors can make their vacation homes more profitable is if they do majority of their own bookings. Marketing a vacation home is expensive, and this cost property management companies money so they pa y the owner 65% to 75% of what the customer pays them. If an investor can book his own vacation home, then he can make this extra money on each and every booking going into his house.

Related: 23 Totally Awesome Life Hacks for Landlords (To Save You Time, Stress, and Money!)

4. Do You Like the Area Where You are Buying a Vacation Home?

You need to be present and active when you own a vacation home and you need to come by and check on it at least 2 or 3 times a year. This way you can make sure the property is being kept up to your standards. It sure makes these visits more enjoyable if you feel like you are going on vacation rather than look at it as a job.

The best advice I can give any new vacation home investor is to take your time and do your research. If someone tells you that you have to act now to get this great deal, slow down and do your due diligence. Not every vacation home makes money, if they did everyone would own one.

Be cautious when buying a vacation home, consider buying a condo or townhome first to see how you like owning such an investment. If you like it, you could always sell this unit a buy a bigger vacation home in the future. Remember, there are always more demand for investments that are less expensive. So if you started off with a condo and you did not like the return or the demand on your time that this investment is requiring from you, it is easier to sell a $100,000 condo than it is a $450,000 vacation home.

How do you feel about starting small like in a condo?

Be sure to leave your comments below!

Trey Duling is the President/CEO of, a large travel company specializing in Florida getaways. He has over 27 years of...
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    Antonio Coleman
    Replied about 6 years ago
    Hey Trey, First I will like to say I don’t have a vacation home, and no matter how much money I make…I probably never get one. I just see so many people get over their heads when it comes these homes that its crazy. I’m all about smart investments, and if it isn’t making me money, then I’m not doing it. Trey I think its cool to have a home like this, but at the end of the day its just a thorn in your “BUTT” Antonio Coleman “Signing Off”
    Trey Duling
    Replied about 6 years ago
    Hey Antonio, What got most people in trouble, in Florida especially, is that they thought that all Florida real estate goes up, so in 2005 to 2008 many people bought a second home thinking it was always going to appreciate. Many of these investors had no business buying a vacation home, and when the market collapsed they had no where to go. A second home is good investment if you use the property for personnel use, and you are financially stable enough to put a substantial amount of money down on the property. An investor really needs to do his/her research before purchasing.
    Replied about 6 years ago
    Unless you are going to rent it out, possibly a week at a time, it is best to avoid a vacation home. Concentrate on saving capital for a better investment.
    Replied about 6 years ago
    Unless you are going to rent it out, possibly a week at a time, it is best to avoid a vacation home. Concentrate on saving capital for a better investment.
    Jim Esposito
    Replied about 6 years ago
    Florida, and Fort Lauderdale area especially, is still a good place to buy a vacation and/or rental home. The market is now heading up at a reasonable pace and barring any Acts of God, meteor collisions or a total collapse of Western Civilization will undoubtedly continue to appreciate into the mid- to long-term future. in addition, South Florida an extremely active market, so you’ll be able to sell when it comes time to move on. The numbers still have to work, however. Very good advice about the large down payment, otherwise the debt service eats up a big chunk of your projected revenue. Whatever you do you should be able to do more than simply break even. At that point you’re simply gambling on the appreciation. Around Fort Lauderdale, the way numbers work out, you can usually get 5-6% annually plus 8-10% a year in appreciation, but that’s before management, debt service and real estate commissions. Still, with savings accounts offering less than 1% interest that doesn’t sound like a bad return on an investment secured by real property.
    Replied over 4 years ago
    Unfortunately you can fall in to one of the traps Trey outlined, if a buyer assumes the value is always going to increase the was it has for the last few years. There’s still risk in the property market, so saying ‘undoubtedly’ is likely to strong. ‘Likely’, or ‘in my opinion’ is safer, but any decent investment needs a stop loss plan of some sort.
    Gregory Willard
    Replied about 4 years ago
    It has always been a dream to own a vacation home that I can use every once in a while. I think it’s a great idea to consider if you have extra time to devote to the vacation home. At this point in time I know that I couldn’t afford the home, or the time needed to take care of it. Thanks for the tips!