AI-powered deal analysis

Know exactly what a Caribbean STR will return before you buy.

Stop guessing with spreadsheets. Get a professional underwriting report on any short-term rental in the USVI, Aruba, Dominican Republic, Bahamas, or US coastal markets — in 24 hours.

US Virgin Islands Aruba Dominican Republic Bahamas Barbados US Coastal
2BR Villa, St. John, USVI
REPORT #0047 · APRIL 2026
GROSS REVENUE
$112k
NET INCOME
$41k
CAP RATE
6.8%
VERDICT
Conditional buy
Analyst note: Strong fundamentals with occupancy assumptions that need validation. Hurricane insurance at this price point adds $14k/yr — model it before negotiating.
What you receive
01
Full pro forma model
Gross revenue, all expenses, NOI, cap rate, and cash-on-cash return — modeled for your specific financing structure. Three scenarios: base, upside, downside.
02
Market risk assessment
Hurricane exposure, regulatory risk, tourist concentration, STR saturation, and legal/ownership flags specific to that country and jurisdiction.
03
Tax & legal flags
1031 exchange eligibility, FBAR/Form 8938 triggers, foreign ownership restrictions, incentive programs like CONFOTUR, and recommended professional next steps.
04
Comparable benchmarks
How this deal stacks up against similar properties in the same market — ADR, occupancy, cap rate, and exit multiples. Context, not just numbers.
05
Negotiation leverage points
The three things most investors miss in this market. Specific questions to ask the seller. What to request in due diligence. What kills deals here post-LOI.
06
30-min strategy call
Walk through the report together. Ask anything. We've personally evaluated STR deals across USVI, Aruba, and Dominican Republic — this is real-world judgment, not generic advice.
Built for

Serious investors, not tire-kickers.

You've done the research. You know the difference between gross revenue and net income. You want a second set of eyes that has actually looked at these markets — not a generic spreadsheet template.

  • First-time international STR buyer doing due diligence
  • Domestic STR investor evaluating Caribbean expansion
  • 1031 exchange investor exploring USVI options
  • Early retiree building income-generating property portfolio
  • Real estate agent wanting better tools for investment clients
6
MARKETS COVERED
24h
REPORT TURNAROUND
3×
SCENARIOS MODELED
$0
COST IF YOU PASS ON THE DEAL
Order a report
Deal Analysis Report
ONE-TIME · DELIVERED IN 24 HOURS
$500
per property

WHAT'S INCLUDED

  • Full three-scenario pro forma model
  • Market risk assessment (weather, regulation, legal)
  • Tax & legal flags (1031, FBAR, foreign ownership)
  • Comparable deal benchmarking
  • Negotiation leverage points
  • 30-minute strategy call with analyst
  • PDF report delivered to your inbox

Share the property address and listing, and we'll do the rest. Reports delivered within 24 hours. If we think the deal is a pass, we'll tell you plainly.

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