| Roots Cafe of Naples INC | Accommodation and Food Services | $54,500 | $54,930 | 33 | $5.9M | AI Deep Dive |
| Rc Naples, Inc. | Arts, Entertainment, and Recreation | $52,457 | $52,813 | 9 | <$5M | AI Deep Dive |
| J. Allen Landscape & Maintenance | Administrative and Support and Waste Management | $50,700 | $51,123 | 17 | <$5M | AI Deep Dive |
| Naples Apothecary, INC | Retail Trade | $49,600 | $49,873 | 15 | <$5M | AI Deep Dive |
| Valley Mechanical LLC | Construction | $48,335 | $48,918 | 5 | <$5M | AI Deep Dive |
| Redwood Naples, Inc. | Accommodation and Food Services | $44,600 | $45,286 | 18 | <$5M | AI Deep Dive |
| J.a. Bilger Construction, Inc. | Construction | $43,175 | $43,729 | 5 | <$5M | AI Deep Dive |
| Price Landscape Service Inc. | Administrative and Support and Waste Management | $42,685 | $43,085 | 6 | <$5M | AI Deep Dive |
| Friends of Bristol Valley Playhouse Foundation, INC | Arts, Entertainment, and Recreation | $40,005 | $40,291 | 9 | <$5M | AI Deep Dive |
| Naples Rental & Supply Company Inc. | Real Estate and Rental and Leasing | $35,633 | $35,919 | 8 | <$5M | AI Deep Dive |
| 2w's Plumbing LLC | Construction | $35,227 | $35,735 | 4 | <$5M | AI Deep Dive |
| Middletown Tavern Inc. | Accommodation and Food Services | $34,822 | $35,279 | 12 | <$5M | AI Deep Dive |
| 2w's Plumbing, LLC | Construction | $34,700 | $34,934 | 4 | <$5M | AI Deep Dive |
| Rathbun Farms Inc. | Agriculture, Forestry, Fishing and Hunting | $33,390 | $33,778 | 6 | <$5M | AI Deep Dive |
| Rathbun Farms, Inc. | Agriculture, Forestry, Fishing and Hunting | $33,300 | $33,635 | 6 | <$5M | AI Deep Dive |
| Moore Financial Group | Finance and Insurance | $33,130 | $33,380 | 2 | <$5M | AI Deep Dive |
| Fruition Seeds | Agriculture, Forestry, Fishing and Hunting | $32,020 | $32,190 | 7 | <$5M | AI Deep Dive |
| Grand Wood LLC | Manufacturing | $31,635 | $31,963 | 3 | <$5M | AI Deep Dive |
| Price Landscape Service Inc. | Administrative and Support and Waste Management | $31,400 | $31,634 | 10 | <$5M | AI Deep Dive |
| Bob's and Ruth's Inc. | Accommodation and Food Services | $30,253 | $30,387 | 7 | <$5M | AI Deep Dive |
| David F. Moore | Finance and Insurance | $29,393 | $29,493 | 1 | <$5M | AI Deep Dive |
| Fusion Energy Services LLC | Wholesale Trade | $29,165 | $29,680 | 2 | <$5M | AI Deep Dive |
| Naples Rental & Supply Co. Inc. | Real Estate and Rental and Leasing | $28,375 | $28,579 | 6 | <$5M | AI Deep Dive |
| Scott P. Waldeis D.c. LLC | Health Care and Social Assistance | $27,324 | $27,522 | 3 | <$5M | AI Deep Dive |
| Scott P. Waldeis, D.c., LLC | Health Care and Social Assistance | $27,296 | $27,511 | 2 | <$5M | AI Deep Dive |