Katie & Kelly's Booking Process That Keeps Them Over 90% Booked Artwork

Landlord Diaries - The Monthly Rentals Podcast

Most landlords learn through trial and error. Landlord Diaries gives you the cheat codes for getting into monthly (mid-term) rentals and learning how they actually work.

Expert hosts Kelly Bailey and Katie Lyon reveal the secrets to finding success in the monthly rental game. They talk with real landlords who have figured it out, so you can learn real strategies on investment, property management, and building real estate income without the chaos of short-term rentals or the headaches of long-term leases.

If you've ever wondered whether monthly rentals could work for you, this is where you start. Furnished Finder is the trusted leader in the category, connecting millions of travelers with furnished 30+ day housing across the US. No booking fees, no commissions, just one low annual listing fee, and you have total control of your rental.

Your next rental strategy might be one episode away. Find recent episodes and meet Kelly and Katie at https://www.furnishedfinder.com/resources/podcast

All Episodes

Landlord Diaries - The Monthly Rentals Podcast

Katie & Kelly's Booking Process That Keeps Them Over 90% Booked

June 15, 2026 • Furnished Finder • Season 14 • Episode 166

0:00 | 35:21

Landlord Diaries show hosts Katie and Kelly have managed hundreds of midterm rental bookings on Furnished Finder and maintain over 90% occupancy year after year. In this episode of Landlord Diaries, they break down their exact midterm rental booking process & property management tips behind those numbers so you can apply it to your own real estate investing today.

What you'll learn in this episode:

The full Furnished Finder booking process from first lead to move in day
How to write a first message that actually gets booking requests
How to handle tenants who push back on tenant screening
How to read tenant screening results and apply consistent standards
What belongs in your mid term rental lease (and what most landlords miss)
When to collect security deposits, cleaning fees, and rent
The top reasons landlords are not getting Furnished Finder leads
The listing photo mistakes that kill bookings
Why mid term rental pricing is different from short term rental pricing
How to prepare your property for tenant move in

Whether you are a new landlord, a short term rental host pivoting to monthly stays, a long term landlord chasing more cashflow, a retiree building a rental side hustle, or a real estate investor working toward financial freedom and passive income, this episode gives you a step by step Furnished Finder booking process you can use immediately.

List Your Property on Furnished Finder:

https://www.furnishedfinder.com/list-your-property

Use code LLD10 for $10 off new listings.

Topics covered: mid term rental booking process, Furnished Finder leads, tenant screening, MTR lease tips, rent collection, Baselane, landlord communication, listing photos, pricing strategy, move in preparation, midterm rental occupancy, passive income, real estate investing.

Timestamps

0:00 Welcome to Landlord Diaries, The Monthly Rentals Podcast

1:00 The booking that almost didn't happen and the move that saved it

2:00 Kelly's booking process 60 days before move out

4:20 How Katie's booking process has evolved

7:25 How the Furnished Finder calendar matches tenants and landlords

7:45 What to do when tenants stop responding

8:50 The first message rule that wins more bookings

10:30 How fast you really need to respond to leads

11:50 Why different tenant types have different lead times

12:45 The best move when a tenant pushes back on screening

13:55 How the Furnished Finder tenant screening process works