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1250 Tamiami Trl N, Suite 211, Naples, FL 34102
Five Diamonds Management · Serving all of Southwest Florida
Commercial Property Management Across Southwest Florida
Retail, office and mixed-use assets across Collier and Lee counties — Naples, Fort Myers, Cape Coral, Bonita Springs and Marco Island. Leased. Maintained. Reported. One accountable Southwest Florida team.
Owner & tenant portal open 24/7 · AppFolio
Local first
Southwest Florida team. On every property — Naples, Fort Myers, Cape Coral, Bonita Springs and Marco Island. Clear in every lease, vendor call and monthly statement.
Available space
Featured commercial spaces for lease in SWFL
Real listings from our portfolio — hover over or tap a photo for the center overview and LoopNet listing.
North Trail Building
1250 Tamiami Trl N, Naples, FL 34102
Naples
Surroundings
12980 Tamiami Trl N, Naples, FL 34110
Naples
North Bay Village
26381 S Tamiami Trl, Bonita Springs, FL 34134
Bonita Springs
Full-service management
Six disciplines. One team that owns the outcome.
From the first marketing photo to the year-end package, we run the day-to-day so you can focus on returns.
Marketing that fills space
Professional photography, listing syndication and targeted outreach so vacancies shrink and the right tenants find your doors.
Leasing done right
Tenant screening and lease administration for gross, full-service, net and modified-net structures — paperwork that protects your asset.
Tenant relations that stick
Fast answers, clear communication and resolved requests. Good tenants renew when they feel heard.
Maintenance you can trust
Preventive care, safety checks and vetted vendors. Centers stay clean, safe and ready for business.
Inspections that catch problems early
State-mandated inspections plus routine condition tracking — small issues handled before they become capital surprises.
Accounting & reporting
Accurate books, monthly owner statements in AppFolio, CAM support and an all-in-one year-end package.
Managed portfolio
Centers and buildings under our care
Proof of experience — separate from spaces currently for lease. Names from our live listings:
- North Trail Building — Naples
- Surroundings — Naples
- North Bay Village — Bonita Springs
- Bonita Crossings — Bonita Springs
- Shops at Jamaica Bay — Fort Myers
- Plaza del Sol — Cape Coral
- Cape Coral Towers I — Cape Coral
- Cape Coral Towers II — Cape Coral
- Midpoint Shops — Cape Coral
Built for commercial owners
Retail. Office. Flex. We know the Gulf Coast product.
Retail centers
Anchored and boutique centers where curb appeal and CAM discipline drive occupancy.
Office buildings
Professional buildings that need sharp tenant service and clean financials.
Flex & industrial
Practical space with preventive maintenance and responsive vendor coordination.
Why owners choose Five Diamonds
Local. Accountable. Clear.
Local to every property
Headquartered in Naples and on site across Collier and Lee counties — close to every property we manage in Southwest Florida.
Transparent reporting
Monthly owner statements and documents in AppFolio, available whenever you need them.
Tenant-first service
Online rent payment and maintenance requests, with vendors who show up.
Personal attention
You’re doing business with our people — not a distant call center.
Southwest Florida
Commercial property management across all of Southwest Florida
Five Diamonds Management helps owners of retail, office and mixed-use assets protect value and keep tenants renewing. Our team works properties across the entire Southwest Florida market — Naples, Fort Myers, Cape Coral, Bonita Springs and Marco Island in Collier and Lee counties — with clear reporting and hands-on operations.
Whether you own a shopping center storefront corridor, a professional office building, or a flex suite, the work is the same in principle: market vacant space, lease carefully, respond to tenants, keep maintenance on track, inspect before small issues become large ones, and deliver accounting you can open anytime in the AppFolio owner portal.
Retail centers need curb appeal, signage coordination and reliable common-area care. Office buildings need responsive tenant services and clean lease administration. Mixed-use and flex product need managers who understand both customer traffic and operational logistics. Our six disciplines — marketing, leasing, tenant relations, maintenance, inspections and accounting — are built for that Gulf Coast commercial product.
Local presence matters in Southwest Florida. Our office is at 1250 Tamiami Trl N, Suite 211, Naples, FL 34102. Call (239) 778-8899 or email office@5dpm.com when you want a proposal, a leasing conversation, or help with an existing account.
Owners can review how we work on our Services and Owners pages. Prospects looking for space should browse commercial space for lease. Current tenants use the tenant portal. For company background, see About, or request a proposal today.
Owners & tenants
Who commercial property management in Southwest Florida is for
If you are an owner evaluating a commercial property manager anywhere in Southwest Florida — Naples, Fort Myers, Cape Coral, Bonita Springs or Marco Island — start with fit: Do you need stronger leasing velocity? Cleaner monthly reporting? Faster maintenance turnaround? A single point of contact who knows your center by name? Those are the conversations we have every week.
If you are a tenant or broker searching for retail or office space in Bonita Springs, Fort Myers, Cape Coral or Naples, use Properties to scan centers under management — including Bonita Crossings, North Bay Village, Shops at Jamaica Bay, Plaza del Sol and Cape Coral Towers — then contact the office so we can verify what is actually available before you make plans.
Five Diamonds Management — commercial property management for all of Southwest Florida, headquartered in Naples.
FAQ
Common questions about Five Diamonds
What areas does Five Diamonds Management serve?
We serve all of Southwest Florida — Collier and Lee counties, including Naples, Fort Myers, Cape Coral, Bonita Springs and Marco Island. Our headquarters is in Naples.
What types of commercial properties do you manage?
Retail centers, office buildings, mixed-use and flex space across Southwest Florida. See our Services and Properties pages for more detail.
How do I request a commercial property management proposal?
Call (239) 778-8899, email office@5dpm.com, or use the Contact page to request a proposal.
How do owners and tenants access their portals?
Owners and tenants use the AppFolio portals linked from this site for statements, rent payments and maintenance requests.
Your portal is open 24/7
Owners: statements, reports and documents. Tenants: pay rent and submit maintenance requests — anytime, from anywhere.
What clients say
Straight words from people we’ve served
“Everyone I’ve come into contact with has been very helpful and willing to go above expectations. I am thankful and will definitely recommend Five Diamonds in Naples.”
— Tina & James Heart
“They see the investment as if it were their own and give very appropriate advice. When you invest in real estate, you need a guide with experience in the market.”
— Mary van den Reich
“Friendly and kind, but very professional. They made us feel as if we were their only client. Thanks, Five Diamonds, for helping us rent our property!”
— Paul & Susan Taylor
Visit our Naples office
Five Diamonds Management
1250 Tamiami Trl N, Suite 211
Naples, FL 34102
Phone: (239) 778-8899
Email: office@5dpm.com
Get started
Ready for management that treats your asset like it matters?
Tell us about your retail center, office building or portfolio. We reply within one business day.
Prefer to talk? Call (239) 778-8899
