Property Manager

Belcrest Vacations

Key West (FL)

On-site

USD 65,000 - 90,000

Full time

14 days+
Application generator

Turn this role into an interview — a resume and cover letter built around what this employer wants.

Get past ATS filters

Job summary

Historic Key West Annual Rentals seeks an experienced Property Manager to oversee a portfolio of long-term residential rentals across the Florida Keys. This onsite role in Key West focuses on building relationships with owners and residents while delivering exceptional service.

You will manage leases, coordinate maintenance, and ensure compliance with Florida laws, using AppFolio or similar software to handle leasing, maintenance, and financial reporting.

Qualifications

  • Excellent communication and relationship building skills.
  • Highly organized with the ability to manage multiple priorities.
  • Active Florida Real Estate License or willingness to obtain one quickly.
  • Strong understanding of Florida landlord-tenant laws.

Responsibilities

  • Manage long term residential rental properties from lease execution through renewal and move out.
  • Build strong relationships with property owners and residents through responsive communication.
  • Coordinate maintenance requests and vendor relationships while ensuring timely resolution of work orders.
  • Oversee property turnovers to minimize vacancy and maximize rental income.
  • Conduct property inspections and ensure homes are well maintained.
  • Prepare lease agreements, renewals, notices, and other property documentation.
  • Ensure compliance with Florida laws and Fair Housing regulations.
  • Utilize AppFolio Property Manager to manage leasing, maintenance, financial reporting, and resident communications.

Skills

Communication
Relationship building
Organization
Time management

Tools

AppFolio
Buildium
Yardi

Job description

Historic Key West Annual Rentals is seeking an experienced Property Manager

to oversee a portfolio of long term residential rental homes throughout the Florida Keys. This is an excellent opportunity for someone who enjoys building relationships, solving problems, and delivering exceptional service to both property owners and residents.

This role is based onsite in Key West and is best suited for candidates who already live in Florida, preferably in the Miami, Florida Keys, or surrounding South Florida area, and are excited to work in one of the country's most unique real estate markets.

What You'll Do

As the Property Manager, you'll serve as the primary point of contact for property owners, residents, and vendors while overseeing the day to day operations of a residential rental portfolio. Responsibilities include:

  • Manage long term residential rental properties from lease execution through renewal and move out
  • Build strong relationships with property owners and residents through responsive, professional communication
  • Coordinate maintenance requests and vendor relationships while ensuring timely resolution of work orders
  • Oversee property turnovers to minimize vacancy and maximize rental income
  • Conduct property inspections and ensure homes are well maintained
  • Prepare lease agreements, renewals, notices, and other property documentation
  • Ensure compliance with Florida landlord tenant laws and Fair Housing regulations
  • Utilize AppFolio Property Manager to manage leasing, maintenance, financial reporting, and resident communications
What We're Looking For

We're looking for someone who thrives in a fast paced environment and enjoys balancing customer service with strong operational execution.

Required Qualifications
  • 2+ years of residential property management experience
  • Active Florida Real Estate License or willingness to obtain one quickly
  • Strong understanding of Florida landlord tenant laws
  • Excellent communication and relationship building skills
  • Highly organized with the ability to manage multiple priorities
  • Valid Florida driver's license and reliable transportation
Preferred Qualifications
  • Experience managing long term residential rental portfolios
  • Experience with AppFolio Property Manager or similar property management software such as Buildium or Yardi
  • Apartment community management experience
What Makes Someone Successful

The ideal candidate is proactive, organized, and service focused. They understand how to advocate for property owners while creating a positive resident experience. They are comfortable managing multiple priorities, making sound decisions, and working collaboratively with a close knit team.

Location Requirement

This is an onsite position based in Key West, Florida.

Candidates must currently reside in Florida. Preference will be given to candidates living in Key West, the Florida Keys, Miami, or surrounding South Florida communities who understand the local market and are committed to building a long term career in the area.

If you're passionate about property management and are looking for an opportunity to make a meaningful impact while working in one of Florida's most distinctive communities, we'd love to hear from you.

Get your free, confidential resume review.
or drag and drop your file here.
Similar jobs

Similar jobs worth comparing

Key West Property Manager — Onsite, Resident & Vendor Care
Key West Property Manager — Onsite, Resident & Vendor Care

Belcrest Vacations • Key West (FL)

On-site
USD 65,000 - 90,000
Property Manager
Property Manager

Island Home & Estate Management • Hobe Sound (FL)

On-site
USD 65,000 - 95,000
Property Manager
Property Manager

Capital City Apartment Association • Hobe Sound (FL)

On-site
USD 60,000 - 90,000
Benefits package
Career growth
Promotions from within
Commercial Property Portfolio Manager
Commercial Property Portfolio Manager

Sanford Barrows Group • United States

Hybrid
USD 95,000 - 116,000
Comprehensive benefits
401(k) matching
Bonus eligibility
Property Manager - Fort Myers, FL
Property Manager - Fort Myers, FL

Pegasus Residential • Fort Myers (FL), Northern (KY)

On-site
USD 52,000 - 90,000
Property Manager
Property Manager

Southern Holiday Homes • Santa Rosa Beach (FL)

On-site
USD 40,000 - 60,000
401(k)
Dental insurance
Free uniforms
+3
Property Manager
Property Manager

WMFHA • Lakeland (FL)

On-site
USD 60,000 - 75,000
Health insurance
IRA with 5% match
Company vehicle
+2
Property Manager
Property Manager

Prime Group • Estero (FL)

On-site
USD 75,000 - 80,000
Health insurance
Retirement plans
Paid time off
+1
Property Manager
Property Manager

Talent Edge Recruiting • Miami (FL)

On-site
USD 75,000 - 85,000
Full benefits package
401(k) retirement plan
10% rental discount
Vacation Rental Specialist
Vacation Rental Specialist

Newman Hospitality • Islamorada (FL)

On-site
USD 30,000 - 45,000
Work in a multicultural team
Technologically advanced workplace
Balanced work environment