| Ibis Bay Restaurant & Beverage LLC | Accommodation and Food Services | $133,901 | $135,262 | 20 | <$5M | AI Deep Dive |
| Keys Restaurants Group LLC | Accommodation and Food Services | $133,616 | $134,366 | 23 | <$5M | AI Deep Dive |
| Stanley Shaw Construction Inc. | Construction | $133,475 | $134,075 | 10 | <$5M | AI Deep Dive |
| Martin's On Duval LLC | Accommodation and Food Services | $133,226 | $133,854 | 12 | <$5M | AI Deep Dive |
| Hospitalist Alliance LLC | Health Care and Social Assistance | $133,100 | $134,974 | 5 | <$5M | AI Deep Dive |
| Hospitalist Alliance LLC | Health Care and Social Assistance | $133,100 | $134,597 | 7 | <$5M | AI Deep Dive |
| Mirage International Inc. | Accommodation and Food Services | $133,064 | $42,737 | 21 | $6.6M | AI Deep Dive |
| Thai Island Restaurant LLC | Accommodation and Food Services | $132,674 | $133,416 | 42 | $7.5M | AI Deep Dive |
| 425 Tacos LLC | Accommodation and Food Services | $130,855 | $131,844 | 19 | <$5M | AI Deep Dive |
| Broadwave LLC | Professional, Scientific, and Technical Services | $130,661 | $131,867 | 7 | <$5M | AI Deep Dive |
| Key West Jet Ski, Inc. | Transportation and Warehousing | $130,606 | $131,515 | 14 | <$5M | AI Deep Dive |
| Key West Jetski INC | Real Estate and Rental and Leasing | $130,606 | $131,139 | 21 | $9.5M | AI Deep Dive |
| Island Refrigeration & Ac, Inc. | Manufacturing | $130,600 | $131,768 | 11 | <$5M | AI Deep Dive |
| Antonia's Kw LLC | Accommodation and Food Services | $130,368 | $131,593 | 14 | <$5M | AI Deep Dive |
| Better Than Sex Inc. | Accommodation and Food Services | $130,285 | $131,010 | 16 | <$5M | AI Deep Dive |
| Liz Carpentry LLC | Construction | $129,800 | $130,453 | 14 | <$5M | AI Deep Dive |
| Tony Herce Plumbing Inc. | Construction | $129,680 | $130,310 | 10 | <$5M | AI Deep Dive |
| Fish Dance, INC | Unknown | $129,607 | $130,803 | 13 | N/A | AI Deep Dive |
| Jenkins Manaher Holding Company | Accommodation and Food Services | $129,500 | $130,216 | 23 | <$5M | AI Deep Dive |
| Operation Kidd, LLC | Unknown | $128,614 | $129,540 | 37 | N/A | AI Deep Dive |
| Womankind INC | Health Care and Social Assistance | $127,800 | $129,181 | 15 | N/A | AI Deep Dive |
| Big John's Pizza Pasta & Subs, Co. | Accommodation and Food Services | $127,300 | $129,022 | 25 | <$5M | AI Deep Dive |
| Key West Yacht Club INC | Accommodation and Food Services | $126,800 | $128,551 | 12 | N/A | AI Deep Dive |
| Caribe Food LLC | Accommodation and Food Services | $126,728 | $128,193 | 32 | $5.7M | AI Deep Dive |
| Blue Marlin Motel INC | Accommodation and Food Services | $126,689 | $127,551 | 20 | $6.3M | AI Deep Dive |