| Off the Dime Inc. | Accommodation and Food Services | $172,805 | $173,875 | 17 | $5.3M |  AI Deep Dive |
| Everglade Solutions INC | Professional, Scientific, and Technical Services | $171,512 | $173,056 | 9 | <$5M | AI Deep Dive |
| St. Mary's Management Enterprises INC | Accommodation and Food Services | $169,953 | $170,554 | 5 | <$5M | AI Deep Dive |
| Fountain of Youth Properties INC | Arts, Entertainment, and Recreation | $169,496 | $170,499 | 40 | $5.6M | AI Deep Dive |
| The Reef of St Augustine, Inc. | Unknown | $168,315 | $169,906 | 73 | N/A | AI Deep Dive |
| Florida Flyers Flight Academy INC | Educational Services | $163,923 | $164,938 | 22 | <$5M | AI Deep Dive |
| T&w Subway INC | Accommodation and Food Services | $162,837 | $163,774 | 30 | $5.3M | AI Deep Dive |
| Brosky Properties INC | Accommodation and Food Services | $160,759 | $162,433 | 13 | <$5M | AI Deep Dive |
| Casa Blanca Inn | Construction | $160,472 | $163,722 | 54 | $13.6M | AI Deep Dive |
| B & B Trailers and Accessories INC | Retail Trade | $159,700 | $161,079 | 11 | <$5M | AI Deep Dive |
| Vista Hotel III INC | Accommodation and Food Services | $157,985 | $159,513 | 22 | $6.9M | AI Deep Dive |
| Outliers Inc. | Accommodation and Food Services | $156,664 | $157,787 | 13 | <$5M | AI Deep Dive |
| Ancient City Pediatrics LLC | Health Care and Social Assistance | $156,500 | $157,846 | 15 | <$5M | AI Deep Dive |
| Mi Vida of St Augustine LLC | Accommodation and Food Services | $155,372 | $156,533 | 22 | <$5M | AI Deep Dive |
| Le Pavillion of St. Augustine LLC | Accommodation and Food Services | $154,635 | $156,422 | 24 | <$5M | AI Deep Dive |
| Panama Hatties 361 LLC | Accommodation and Food Services | $154,307 | $155,445 | 25 | <$5M | AI Deep Dive |
| Carter Environmental Services INC | Professional, Scientific, and Technical Services | $154,027 | $154,972 | 10 | <$5M | AI Deep Dive |
| Stephen Strout Dmd Ms PA | Health Care and Social Assistance | $153,463 | $154,682 | 14 | <$5M | AI Deep Dive |
| St Augustine Cardiology Associates PA | Health Care and Social Assistance | $151,701 | $152,686 | 14 | <$5M | AI Deep Dive |
| Costa Verde Lands LLC | Administrative and Support and Waste Management | $150,000 | $152,442 | 34 | $7.4M | AI Deep Dive |
| Panama Hattie's 361 LLC | Accommodation and Food Services | $149,975 | $150,906 | 33 | $5.9M | AI Deep Dive |
| Risk 1 Consulting INC | Professional, Scientific, and Technical Services | $149,602 | $150,319 | 12 | <$5M | AI Deep Dive |
| Ares Security & Investigation LLC | Construction | $147,500 | $148,568 | 19 | $6.3M | AI Deep Dive |
| St Francis Corporation | Accommodation and Food Services | $146,914 | $147,730 | 18 | $5.6M | AI Deep Dive |
| St. Augustine Kitchen & Bath, Inc. | Construction | $146,250 | $83,498 | 22 | $6.7M | AI Deep Dive |