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Property / Real Estate / Community Manager
Marathon, FL
Find & Apply For Property / Real Estate / Community Manager Jobs in Marathon, Florida
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Villa Paraiso Vacation Rentals manages ~20 luxury vacation homes in Marathon and Key Colony Beach. We're hiring an experienced property manager or realtor to take over our owner relationships and property-care standard, then grow the portfolio. You report directly to the founder and run your book like the business it is. This is not a coordinator seat.
You own outcomes end-to-end:
the owner who calls with a problem, the home that has to be guest-ready, the referral that becomes your next signed property.
WHAT YOU'LL OWN
Owner relationships — single point of contact for homeowners: monthly statements, payouts, revenue conversations, calm and fast problem-solving. Success looks like near-zero owner churn and owners referring their friends.
Property care & inspections — run inspections, catch wear and damage early, coordinate cleaning and maintenance, verify every turnover. You catch issues, not the guest.
Operations & quality — own guest-readiness and escalations across the Keys. Keep listings, pricing inputs, and calendars accurate in Guesty, PriceLabs, and Breezeway.
Growth — sign new owners, turn happy owners into referrals, onboard new homes end-to-end.
YOUR FIRST 90 DAYS
Days 1-30: meet every owner, walk every home, master the stack. Days 31-60: inspection cadence live, escalations flow through you, first owner wins on the board. Days 61-90: first new owner signed or referral pipeline built — you're running the book independently.
REQUIREMENTS
3+ years in property management, vacation rentals, hospitality, or real estate with real client-relationship or closing experience
Live in the Florida Keys (Marathon / Middle Keys) with a reliable vehicle
Strong, calm communicator, obsessive about details
Comfortable with technology — you'll run an AI-native operations stack
On-call flexibility for genuine emergencies — you set your hours, but owners and guests come first
NICE TO HAVE
Active Florida real estate license
Existing Keys owner or realtor network
Guesty, Airbnb, VRBO, or Breezeway experience
A book of owners you could bring with you
COMPENSATION
Guaranteed base retainer: $40,000
50,000/year, paid monthly
Uncapped new-owner commission with accelerators and a signing bonus for each owner you personally bring
Recurring management-revenue participation on every home you sign, every month it stays
Equity stake in the company you're helping build
On-target earnings $75K
120K+, uncapped Villa Paraiso Vacation Rentals considers applicants without regard to race, color, religion, sex, national origin, age, disability, veteran status, or any other status protected by law.
Screener questions (Indeed's screening step): 1. Do you currently live in the Florida Keys, or are you able to relocate before starting? →
Deal-breaker:
Yes 2. How many years of property management, hospitality, or real estate client experience do you have? →
Minimum:
3 3. Do you hold an active Florida real estate license? → Not a deal-breaker
Pay:
From $75,000.00 per year
Benefits:
401(k) 401(k) matching Dental insurance Flexible schedule Health insurance Life insurance Paid time off Professional development assistance Vision insurance