The STR Summit: How Agents Win in Vacation Rental Markets

Name: The STR Summit: How Agents Win in Vacation Rental Markets
Start: 2026-03-10T09:00:00-04:00
End: 2026-03-10T15:00:00-04:00
Location: Kissimmee

Schedule

Tue Mar 10 2026 at 09:00 am to 03:00 pm

UTC-04:00

Location

Kissimmee | Kissimmee, FL

A full-day, in-person training for agents who want to sell short-term rentals, attract investors, and dominate vacation markets.
About this Event

Join us on Tuesday, March 10th from 9am-3pm (location TBD- in Kissimmee/Davenport). Lunch will be served. This full-day, in-person training is designed for real estate agents who want to confidently sell short-term rental properties, attract investor clients, and stand out in vacation rental markets. You’ll learn how to evaluate STR deals, understand what investors actually care about, navigate common pitfalls, and speak with clarity and authority. This is not a webinar. It’s an immersive, practical experience with real-world strategies you can apply immediately. Space is limited to keep the room intentional and high-impact. If you want to win in vacation rental markets, this is the room you need to be in.

Agenda

🕑: 09:00 AM - 09:00 AM
Welcome & Introductions
🕑: 09:30 AM - 10:30 AM
How to identify cash flow positive properties
Host: Kelly French - Palm Circle Realty
🕑: 10:30 AM - 10:45 AM
Break
🕑: 10:45 AM - 11:15 AM
What Makes a Vacation Rental Win: A Property Manager’s Perspective
Host: Matt Deal - Element Vacation Homes
🕑: 11:15 AM - 11:45 AM
Designing STRs That Stand Out
Host: Jennifer Cappello - FL Vacation Interiors
🕑: 11:45 AM - 12:00 PM
Photos That Book: How STR Photography Drives Clicks and Conversions
Host: Adam Wilson - Modern Vintage Media
🕑: 12:00 PM - 12:15 PM
Protecting the STR Deal: What Agents and Investors Need to Know at Closing
Host: Brook Landow Chang - Apex Title Services
🕑: 12:15 PM - 01:15 PM
Lunch & Networking
🕑: 01:15 PM - 01:30 PM
Financing the STR: Loan Options Every Investor Should Know
Host: Tim Strickler – Fairway Mortgage Company
🕑: 01:30 PM - 01:45 PM
How STR Investors Use 1031 Exchanges to Build Wealth
Host: Carlos Fernandez - 1031 Advantage, LLC
🕑: 01:45 PM - 02:00 PM
Protecting the STR Investor: LLCs, Liability, and Legal Risk
Host: Nishad Khan Esq - Real Estate Attorney
🕑: 02:00 PM - 02:15 PM
Insurance Options for Short-Term Rental Properties
Host: Doug Fudge - Fudge Insurance
🕑: 02:15 PM - 02:45 PM
Why the STR Loophole Changes the Conversation with Investors
Host: Kelly French - Palm Circle Realty
🕑: 02:45 PM - 03:00 PM
Questions, Wrap up and Networking