Full-service property management in Pinellas County, South Tampa, and Spring Hill.
Jason Caldwell Property Management
Your Property, Our Priority
Brokered By Dalton Wade, INC
Rent Collection
Seamless, reliable, and fully online. We handle all rent payments through secure portals with automatic reminders and instant owner payouts.
Trusted local vendors, quick response times, and zero markup. We coordinate all repairs transparently and keep you updated every step of the way.
24/7 access for tenants to request repairs or ask questions. We handle communication so you don’t have to, keeping tenants happy and properties protected.
Maintenance
Tenant Support
Service Area
Providing full-service property management for single-family homes, condos, and small multifamily properties across the greater Tampa Bay region.
South Tampa
Spring Hill
Pinellas County
.
About Us
Jason Caldwell Property Management is a full-service management company built for today’s investors and landlords.
We combine local expertise with modern systems to keep your properties profitable, compliant, and stress-free.
With streamlined communication, online rent collection, and reliable local vendors we handle everything so you don’t have to.
40+
3+
Years of Experience
Units Managed
Get in touch
© 2025 Jason Caldwell Property Management
Brokered by Dalton Wade Real Estate Group | License # SL3509114
St. Petersburg, FL | 727-201-0473 | Caldwell.propmgmt@gmail.com
