Buy Small Businesses for Sale in Naples, FL | DealStream Marketplace

Unlock exclusive Naples, FL small businesses for sale on DealStream, the premier online marketplace for entrepreneurs seeking prime acquisition opportunities in Southwest Florida. Our curated Naples business listings feature turnkey restaurants, retail boutiques, service companies and more—each complete with detailed financials, location insights and growth projections. Whether you’re a first-time buyer or seasoned investor, finding and buying a business in Naples, Florida has never been easier. Start exploring today to secure your ideal Naples small business and capitalize on one of the region’s most vibrant economies.

All Matching Deals

Men's Barber Shop & Spa Chain with 4 locations
Naples, FL

Extremely Profitable Men’s Barber Shop & Spa Chain with Four Prime SW Florida Locations This successful chain operates four corporate-owned stores strategically located in top Southwest Florida markets. Offering a full range of services including haircuts, beard shaves, nail care, massages, waxing,...

$1,350,000
Cash Flow: $266,231
Details
Naples, FL

The owner has owned the company 40 years and is looking to retire. They do lawn service, landscape renovation, tree trimming and irrigation service. The business is fully staffed with approximately 37 employees. Most of their clientele is high-end residential. They also do commercial work. The Naples...

$4,200,000
Cash Flow: $1,000,000
Details
Two Growing Companies - Window & Door Replacement & Roofing
Naples, FL

Two Companies are under the the same umbrella: Windows & Door Replacement and Roofing & Construction The fast growing Windows and Doors Replacement Company has been around for 30 years, with a great staff with longstanding employees who work very hard. This business has created strong relationships...

$3,800,000
Cash Flow: $1,056,727
Details
Franchised Pet Retailer in Naples
Naples, FL

This Pet Business has tremendous upside with great profits in the first few years. The franchise is one of the best in the industry with a very compelling business model. No experience is needed since the Franchisor will train you prior to closing the deal. Confidentiality is key, so please do not ask...

$1,800,000
Cash Flow: $178,718
Details
Naples, FL

Well-established 23 yr agency in beautiful Naples, FL; only minutes from the beach. Well-managed, seasoned staff to transition to new owner. Almost $7 Million in total premium that consists of a preferred auto/homeowner customer base with excellent opportunity for growth in cross sales as well as life/financial...

$1,994,000
Details

Tips for Buying A Business

Understand Your Objectives and Capabilities

Before you start the process of buying a business, clearly define your objectives and assess your skills and financial capacity. Identify why you want to buy a business—whether for investment, lifestyle change, or a new challenge—and choose an industry that aligns with your experience and interests. Realistically evaluate your financial resources, management abilities, and the amount of time you can commit. This self-assessment will help you target businesses where you can add the most value and reduce your risk of operational surprises after the purchase.

Conduct Thorough Due Diligence

One of the most critical steps in the acquisition process is due diligence. Investigate the company’s financial statements, customer contracts, legal compliance, employee agreements, and market reputation. Look for trends in revenue and profit, identify any outstanding debts or liabilities, and verify the accuracy of all representations made by the seller. Engage experienced professionals, such as accountants and attorneys, to help you analyze the data and uncover any red flags that may affect your final decision or negotiation terms.

Negotiate the Right Deal Structure

A successful purchase isn’t just about price—it’s about structuring the right deal. Negotiate terms that protect your interests, such as contingencies for earning out, seller financing, or warranties about the condition of the business. Consider both the short-term and long-term implications of the agreement, including transition assistance from the seller and non-compete clauses to limit future competition. Being clear and proactive in negotiations can set the foundation for a smoother transition and increase your chances of success with the new business.