Residential property management · St. Petersburg & Pinellas County
Available rentalsTenant & resident resources
Brokered by Dalton Wade, Inc.Jason Caldwell · Florida Real Estate Sales Associate · SL3509114

St. Petersburg & Pinellas County property management

Your rentals. Less daily work. Direct access to Jason.

Management or leasing-only. Start with the help you need.

Work directly with Jason Caldwell on leasing, rent collection, repairs and owner updates. A focus on owners with two or more rentals in St. Petersburg and Pinellas County—single-property owners are welcome too.

A vacancy to fill, repairs to coordinate, or a manager to replace? Start with your property’s situation, then review the scope and fees in a written proposal. See pricing and what it covers →

400+ units leased · Direct owner communication · Automated urgent-call intake · Brokered by Dalton Wade, Inc.

Jason Caldwell, your property management contact

Pick the help you need.

Full management

For owners who want to stop being the first call. Jason handles marketing, showings, applicant screening, rent collection, maintenance coordination and owner reporting through Dalton Wade’s AppFolio portal.

8% of rent collected, or 7% at 5+ units. $120 minimum per occupied unit. Managed-rental placement: the greater of $1,000 or 50% of first month’s rent.

What management covers →

Leasing-only

For owners who manage themselves but want help filling a vacancy: rent pricing, marketing, showings, screening and lease coordination, followed by a handoff back to you.

75–100% of first month’s rent, quoted in writing before work starts.

Leasing-only scope and fees →

Switching managers

Bring your current agreement and notice terms. Discuss leases, deposits, open repairs and resident communication with Jason before you give notice.

Plan a switch →

Leasing example · Temple Terrace, Hillsborough County

A rental deadline. A practical leasing plan.

A Temple Terrace owner needed a rental leased before a home purchase in Georgia. I focused on preparation, competitive pricing, flexible showings and follow-through on screening. The owners completed the preparation, and the successful applicants and their references responded promptly. Within three days of listing, we had a signed 12-month lease and security deposit. It is one example of how the decisions fit together, not a promise of leasing speed. For Pinellas County owners with two or more rentals, the starting point is the same: review the property, the timing and the work needed.

Read the Temple Terrace leasing story →

Know who handles the work—and how decisions reach you.

Know how the work is handled before you hand it off.

On your first call, ask Jason to walk you through how a recent repair or vacancy was handled.

Selected client experiences

A personal point of contact.
In their own words.

Read our Google reviews ↗
“Jason does an excellent job managing my property.”
George KokorisProperty owner · Google reviewRead our Google reviews ↗
“I really appreciate his knowledge in property management, professionalism…”
M KProperty management client · Google reviewRead our Google reviews ↗

Selected excerpts from individual Google reviews. Read the linked reviews for context.

Residential exterior photographed at a Sea Gull Drive property
Property photography from Jason’s rental marketing portfolio. Not a current availability announcement.

Understand the cost before you hand over the keys.

Compare the monthly fee with placement, renewals and owner-paid repairs—not just the headline percentage. Review repair approvals and cancellation terms before signing.

Three occupied units collecting $2,000 each have a $480 monthly management fee. Placement, renewals, repairs and other applicable charges are separate.

See the complete fee schedule → · Estimate your portfolio →

Practical decisions for your rental investment.

A higher asking rent is only part of the picture. Vacancy time, turnover work and repeat repairs also affect what you keep. Use your rental review to discuss the next decision, the costs involved and what needs your approval.

Questions to ask about vacancy, renewals and repairs →

How I manage your investment

I start with your property’s condition, your timing and the decisions that need to be made. We discuss preparation and pricing before marketing, then keep showings, screening and paperwork moving. You work directly with me and stay involved in the decisions that matter.

I’m Jason Caldwell. I’ve leased more than 400 units across my leasing work. You work with me on your portfolio, from the first conversation to everyday owner updates.

Meet Jason →

How getting started works.

  1. Call or send a short request. Share your cities, unit count, occupancy and timing. A duplex counts as two units.
  2. Get a straight answer on fit. Discuss management, leasing-only, or whether another arrangement fits better.
  3. Review the written proposal. Scope, fees, repair approvals and cancellation terms before you sign.
  4. Plan the handoff. For a switch, discuss leases, deposits, open repairs and resident notice before your current notice period ends.

Questions owners ask first.

Who is this service for?

The focus is owners with two or more rentals in St. Petersburg and Pinellas County. Single-property owners are welcome. A duplex counts as two units, and rentals can be at separate addresses.

Which areas do you serve?

The focus is Pinellas County, especially St. Petersburg, Gulfport, South Pasadena and the beach communities. Share your address, property type and intended rental use to confirm fit and coverage.

Vacancy, renewal and repair decisions →

More owner questions and switching guidance →

Brokered by Dalton Wade, Inc.

Talk to Jason about your rentals.

Call for the fastest answer. Prefer to write? Email Jason or send a short request and he’ll call you back.

Looking for a rental or help with your current home? Rental search → · Resident resources →

Call Jason 727-201-0473Brokered by Dalton Wade, Inc.