Florida - Area of significance: Architecture
| Randall, T. W., House |
| Raney, David G., House |
| "Ransom School ""Pagoda""" |
| Rawlings, Marjorie Kinnan, House and Farm Yard |
| Reagin, L.D., House |
| Reasoner, Egbert, House |
| Record Building |
| Red Bank Plantation |
| Reid, Leonard, House |
| Reid-Woods House |
| Revere Quality Institute House |
| Ribault Inn Club |
| Rice, Clifton, House |
| Richardson House |
| Rigby's La Plaza Historic District |
| Ritz Apartment, The |
| River Road Historic District |
| Riverside |
| Riverside Baptist Church |
| Riverside Historic District |
| Robbins, Judge George, House |
| Roberts Farm Historic and Archeological District |
| Roberts Ranch |
| Robles, Horace T., House |
| Rochelle School |
| Rockledge Drive Residential District |
| Rodriguez-Avero-Sanchez House |
| Roebling, Donald, Estate |
| Rogers Building |
| Rolfs Hall |
| Rollins House |
| Roosevelt Elementary School |
| Roosevelt School |
| Root Building |
| Rosemere Historic District |
| Roser Park Historic District |
| Rossetter, James Wadsworth, House |
| Roth Cigar Factory |
| Rothman, Maurice and Thelma, House |
| Round Lake Historic District |
| Royal Park Arcade |
| Royal Poinciana Way Historic District |
| Rudolph, Paul, Sarasota High School Addition |
| Ruge Hall |
| Russell, Annie, Theatre |
| Russell, Judge Willis, House |
| Russ, Joseph W., Jr., House |
| Ryburn Apartments |
| Sacred Heart Catholic Church |
| Saenger Theatre |
| Safford House |
| Saint Paul A.M.E. Church |
| Sample Estate |
| Sample-McDougald House |
| Sanchez Homestead |
| Sanderling Beach Club |
| Sand Key Lighthouse |
| SAN FELIPE Shipwreck Site |
| Sanford Commercial District |
| Sanford Grammar School |
| Sanford Residential Historic District |
| Sanitary Public Market |
| San Jose Administration Building |
| San Jose Country Club |
| San Jose Estates Gatehouse |
| San Jose Hotel |
| San Juan De Aspalaga Site |
| SAN PEDRO (shipwreck) |
| San Pedro y San Pablo de Patale |
| Santa Rosa Hotel |
| Sapp House |
| Sarasota County Chamber of Commerce Building |
| Sarasota County Courthouse |
| Sarasota Garden Center |
| Sarasota Herald Building |
| Sarasota High School |
| Sarasota Times Building |
| Sarasota Woman's Club |
| Saxon, Frank, House |
| Schmidt-Godert Farm |
| Schueler, George, House |
| Scott Commercial Building |
| Seaboard Air Line Depot, Old-Sebring |
| Seaboard Air Line Dining Car-#6113 |
| Seaboard Air Line Lounge Car-6603 |
| Seaboard Airline Railroad Station |
| Seaboard Air Line Railway Station, Old |
| Seaboard Coast Line Railroad Depot |
| Seaboard Coastline Railroad Passenger Station |
| Seabreeze Historic District |
| Seagate |
| Sears, Roebuck and Company Department Store |
| Sebastian Grammar and Junior High School |
| Sebring Downtown Historic District |
| Sebring, H. Orvel, House |
| Security Building |
| Seminole Cafe and Hotel |
| Seminole County Home |
| Seminole Heights Residential District |
| Seminole Inn |
Data from United States Park Service and Wikidata