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The Windermere Agency

Private & Corporate Staffing

Exceptional people.
A better way to work and live.

The Windermere Agency connects families and businesses nationwide with exceptional professionals through personalized staffing and thoughtful recruitment. From trusted household support to essential business talent and executive-level placements, we help you find the right people for what matters most.

A housekeeper smoothing fresh white bedding in a sunlit bedroom

For your home

Private Staffing

Exceptional professionals for your home, family, and lifestyle.

Nannies, newborn care specialists, household managers, estate staff, private chefs and personal assistants, each personally interviewed, reference-verified and background-screened.

A professional working at a desktop computer in a bright office with garden views

For your business

Corporate Staffing

Essential business talent and executive-level placements for organizations that value the right fit.

Executive assistants, chiefs of staff, office managers, administrative and client-service professionals, screened to the same standard we hold for the people who work inside private homes.

  • Founded 2020 in Windermere, Florida
  • International Nanny Association member
  • A replacement guarantee on every placement
  • Never a fee to candidates

The Windermere Agency

Staffing, Thoughtfully Done.

The right person can make all the difference. We take the time to understand what you’re looking for, not simply the position you’re trying to fill. From household staff to corporate professionals, we connect families and businesses across the country with people who are the right fit for their needs, expectations and environment.

How It Works

Six Steps. One Standard.

From a one-minute inquiry to a placement we stand behind, the same journey for your home and your business.

  1. 01

    Inquiry & Introduction

    A one-minute inquiry tells us who you are and what you need. You receive a confirmation right away, and we respond within 24 hours.

  2. 02

    Discovery & Client Intake

    A conversation by phone or email, then a short division-specific intake so we understand the role, the schedule, the compensation and what matters most.

  3. 03

    Proposal & Engagement

    A clear proposal: scope, what is included, the flat fee, deposit and payment terms, and how we will communicate. The search begins when the agreement is signed and the deposit is received.

  4. 04

    Search & Candidate Selection

    We source, interview, verify references and complete the screening the role calls for, then present a curated shortlist with updates on the schedule we agreed.

  5. 05

    Interviews & Placement

    We schedule interviews, gather feedback, arrange trials or assessments where appropriate, and help with the offer through acceptance and a confirmed start date.

  6. 06

    Onboarding & Ongoing Support

    We confirm the start went well, check in after the first week and again around 30 days, and stand behind the placement with the replacement guarantee.

Why The Windermere Agency

A Different Kind of Staffing Agency.

Personal

A boutique agency that takes the time to understand your needs.

Selective

Quality over quantity, every time.

Thorough

Careful screening, verified references, real background checks.

Discreet

We understand the importance of privacy and professionalism.

Relationship-Driven

We aren't filling positions. We're building long-term relationships.

What Our Clients Say

In Their Words.

These families knew us as Windermere Nannies, the name we carried until our clients' needs outgrew it.

During our nanny search, our representative was very responsive to our questions, and needs, advocated for us at every turn, and helps us navigate what could be a very tricky process. We greatly appreciated the quick response times and clear and concise communication. If we every need these services again, we would not hesitate to contact Windermere Nannies.
Shane L.
Excellent service. We have used Katelyn and Windermere Nannies for different needs in the past few years and she has always provided amazing candidates who have worked out very well for our family. Would recommend it.
Kim K.
Excellent services. Very responsive. Helped us find a caretaker for our children to our specifications. I'd happily work with Windermere Nannies again.
Linda N.

Where We Serve

Serving Families and Businesses Nationwide

Based in Windermere, Florida, with searches running wherever our clients are. These are the cities we know best.

  • Windermere
  • Orlando
  • Tampa
  • Palm Beach
  • Miami
  • Manhattan

Where we place →

Ready to Find the Right Fit?

We're not here to fill a position. We're here to find the right person.

Request a Consultation
Request a consultationCall (407) 782-2057