π Pickleball, Pools & $178K in Annual Revenue
π She's been investing in real estate since 2005. Her first STR with our partner generated $178K in year-one revenue and $70K in profit β and she's just getting started.
π‘ She's Been Investing in Real Estate for 20 Years.
And she STILL pays someone else to find her STRs.
Think about that.
Andrienne isn't a first-time buyer.
She isn't someone who just discovered Airbnb on Instagram.
She isn't trying to figure out what cash flow means.
She's been buying real estate since 2005.
She owns long-term rentals.
She flips properties.
She builds houses.
And she's now working on her fourth property with STR Search.
Her instructions to the team this year?
"Find me four more."
That's what makes this story so interesting.
Because of everyone we've featured in this series, Andrienne might be the person who needs the least help.
At least on paper.
So why does an experienced real estate investor keep paying someone else to find her short-term rentals?
Because knowing real estate and knowing which STR will actually outperform are two very different things.
π Meet Andrienne
Andrienne knows how to buy property.
She knows how to renovate.
She understands contractors.
She understands real estate values.
She knows how to spot opportunities.
But she'll also tell you something that most experienced investors won't admit:
She's not the expert in this "STR thing."
And she's perfectly comfortable with that.
Because short-term rentals are a different animal.
Knowing whether a property is a good real estate investment is one thing.
Knowing whether that property will generate $100K, $150K, or $200K in annual rental revenue?
That's another.
You need to understand:
β
which markets have real guest demand
β
what bedroom counts perform best
β
what amenities guests will pay more for
β
what properties are overpriced
β
how to underwrite realistic revenue
β
what upgrades actually improve returns
β
how to design for your target guests
β
how to optimize the listing after launch
That's a full-time data job.
And Andrienne has better things to do than become a full-time STR analyst.
She'd rather buy the answer than guess at it.
That's why she works with STR Search.
π 23 Properties Reviewed. 3 Purchased.
Here's what her process has looked like.
Through the STR Search team, Andrienne reviewed:
23
Properties reviewed
3
Properties purchased
That means most properties didn't make the cut.
And that's a good thing.
Because the goal isn't to buy every interesting Airbnb.
The goal is to buy the right ones.
Andrienne is serious about finding value.
At one point, STR Search sent her three promising properties at the same time.
What did she do?
She put offers on all three.
Then waited to see which seller would negotiate.
That's an experienced investor using professional sourcing and underwriting to her advantage.
Not falling in love with one house.
Not chasing one market.
Not trying to make a mediocre deal work.
Looking for the same kind of deal flow? We'll personally introduce you to STR Search here.
π‘ Property #1: A $526K STR Built for Families



Here's where the story gets good.
Andrienne bought her first property through the team for:
$526,000.
With approximately:
π° 20% down
π οΈ $100,000+ in setup and improvements
But this wasn't just a house with beds and a hot tub.
It was designed to be an entire vacation experience.
The amenity package?
β
private pickleball court
β
swimming pool
β
hot tub
β
movie theater room
β
putt-putt golf
β
spaces designed for multigenerational families
Every major amenity served a purpose.
Because the target guest wasn't a couple looking for a weekend getaway.
It was a family group looking for a vacation where everyone could have something to do.
Grandparents.
Parents.
Kids.
Multiple generations.
All under one roof.
The goal? Make the house the destination.
And judging by the guest feedback, that's exactly what happened.
Guests started leaving reviews saying things like:
"We didn't have to leave the house."
That's the kind of experience that can help a property stand out in a crowded STR market.

π The Underwriting Said $140Kβ$185K.
The first year delivered $178,000.
Let's talk numbers.
STR Search originally projected annual revenue of:
$140,000β$185,000.
The property completed its first full year.
The result?
$178K
Actual year-one revenue
$70K
Reported year-one profit
The property finished within its projected range.
And generated meaningful profit.
That's the whole point of underwriting.
Not coming up with the biggest possible revenue number.
Not telling investors whatever they want to hear.
But developing a realistic expectation for what a property can produce.
And then designing and operating the home to give it a strong chance of delivering.
Andrienne's property did exactly that.
π Why the Amenities Matter So Much
Think about the difference between these two properties.
Property A:
A nice house.
Four or five bedrooms.
Some furniture.
A basic backyard.
Maybe a hot tub.
Property B:
A destination for an entire family.
Pickleball.
Pool.
Hot tub.
Movie theater.
Mini golf.
Enough entertainment that nobody needs to leave.
Which one would you rather book for a multigenerational vacation?
That's the logic behind Andrienne's property.
The upgrades weren't random.
They were chosen around the guest experience the property was meant to deliver.
And those decisions matter enormously.
Because once you buy an STR, the property itself is only part of the investment.
How you position that property can make a major difference in its revenue potential.
π Then Came Properties #2 and #3.
After the success of the first property, Andrienne didn't stop.
She went back to STR Search.
And bought two more.
Both properties are now operating.
And according to her account, both have been pacing toward their respective projected revenue ranges.
That matters.
Because one successful property could be a great result.
But what Andrienne is looking for is something more valuable:
A repeatable system.
One where she can continue identifying opportunities without needing to personally do all the market research, financial modeling, and guest-demand analysis.
And that's when something especially interesting happened.
πΈ Her Newest Listing Started Slow.
STR Search noticed before she did.
This might be my favorite part of the entire story.
Andrienne's newest Airbnb wasn't performing quite as strongly as expected immediately after launch.
Bookings were slower than anticipated.
But Andrienne didn't have to discover the problem herself.
John Bianchi from STR Search reached out to her first.
He noticed the slowdown.
Sent an email.
Got on a call.
And helped identify what needed to change.
The photography was one of the issues.
Not just whether the photos looked nice.
But whether they were the right photos.
And whether the photographer understood how to showcase the property for bookings.
The guidance was specific.
Use this photographer.
Not that one.
Redo the photos.
Improve the listing presentation.
And according to Andrienne, the listing has been recovering.
That's what she's actually paying for.
Not just a list of properties.
Not just a spreadsheet.
Not just a few projected revenue numbers.
She's paying for experience.
For an experienced set of eyes.
For people who can recognize problems before she does.
And help her fix them.
π§ The Most Experienced Investor Outsources the Finding.
This is the bigger lesson.
Andrienne knows real estate.
She's been investing for roughly two decades.
She's bought.
Renovated.
Flipped.
Built.
Operated rentals.
Yet when it comes to identifying and optimizing short-term rentals, she doesn't insist on doing everything herself.
Why?
Because expertise is valuable.
And her time is valuable.
And getting the wrong property can be expensive.
She understands that the investment isn't just the acquisition price.
It's the market selection.
The underwriting.
The design.
The amenities.
The launch.
The pricing.
The ongoing optimization.
All of it.
And that brings us to what she said about working with STR Search:
"I found it well worth what I spent with STR Search to get the properties because I have made that back."
That's a pretty compelling endorsement from someone who already knows how to invest in real estate.
πΈ The Tax Angle Still Matters.
For high-income earners, STRs may offer another major advantage beyond cash flow.
Bonus Depreciation.
When structured correctly, short-term rentals can potentially generate substantial first-year tax deductions.
And under qualifying circumstances, some STR losses may offset W-2 or business income.
That can create a powerful combination:
β
potential cash flow
β
real estate ownership
β
potential appreciation
β
substantial depreciation deductions
β
a growing portfolio of income-producing assets
Of course, tax treatment depends on factors like material participation, placed-in-service timing, depreciable basis, and your specific tax situation.
But here's the point.
A good tax strategy should make a good deal better.
Not rescue a bad property.
That's why finding the right STR matters so much.
π€ What STR Search Actually Does
STR Search is our dedicated partner for helping investors find, acquire, optimize, and launch short-term rentals.
And we can provide a personal introduction directly to their team.
They help with:
β Market selection β Find markets where the numbers support the investment
β Property sourcing β Identify opportunities that fit your goals and buying criteria
β Revenue underwriting β Analyze realistic revenue potential before you buy
β Deal evaluation β Help eliminate properties that aren't a good fit
β Design + furnishing β Develop a property around the guest experience
β Amenity strategy β Identify upgrades that can strengthen competitiveness
β Listing optimization β Improve photography, positioning, and conversion
β Pricing strategy β Help maximize revenue opportunities
β Operations support β Support launch, management, and co-hosting options
β Ongoing guidance β Help identify and address issues after the property launches
According to the team, they've now been involved in 650+ deals.
They typically recommend having around $150,000 in available capital for the down payment, design, furnishing, and revenue-driving amenities, although actual requirements vary by property.
And the entire process is designed around a simple principle:
Don't buy an STR because it looks good.
Buy it because the numbers work.
π¦ STR Business-in-a-Box
This is not:
β spend months scrolling Zillow
β guess which vacation market will outperform
β rely on a seller's optimistic revenue projections
β buy a property and figure out amenities later
β furnish it like your personal vacation home
β launch and hope bookings come in
β discover problems months after they start
This is:
β
identify the right market
β
find the right property
β
underwrite the revenue
β
negotiate intelligently
β
design for your target guests
β
build amenities that improve the experience
β
launch with a plan
β
monitor results
β
optimize when something isn't working
β
repeat the process when you're ready to scale
That's why Andrienne keeps coming back.
π₯ Bottom Line
Andrienne has been investing in real estate since 2005.
She has more experience than almost anyone we've featured.
Yet she continues using STR Search to find and optimize her investments.
Here's what she's reported so far:
π₯ 23 properties reviewed
π₯ 3 properties purchased, with a fourth underway
π₯ Property #1 bought for $526K
π₯ $140Kβ$185K projected annual revenue
π₯ $178K actual first-year revenue
π₯ $70K reported first-year profit
π₯ Properties #2 and #3 pacing toward projections
π₯ Ongoing optimization help when her newest listing slowed
π₯ Her goal: acquire four more properties
And here's the line that sticks with me:
The most experienced investor is the one who outsources the finding.
She's not paying because she doesn't understand real estate.
She's paying because she understands the value of expertise.
If you're looking to buy your first or next short-term rental, our team would be happy to personally introduce you to STR Search.
They'll help you evaluate whether the strategy fits your goals, what markets and properties make sense, and what kind of opportunity may be worth pursuing.